- Design and synthesis of hyperbranched polyimide containing multi-triphenylamine moieties for memory devices
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A novel triamine monomer, N,N′,N′′-tris(4-methoxyphenyl)-N,N′,N′′-tris(4-phenylamino)-1,3,5-benzenetriamine, was designed and synthesized. A hyperbranched polyimide (HBPI) was prepared by reacting the triamine monomer with 4,4-(hexafluoroisopropylidene)di
- Song, Ying,Yao, Hongyan,Lv, Yunxia,Zhu, Shiyang,Liu, Shanyou,Guan, Shaowei
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Read Online
- High-performance blue fluorescent/electroactive polyamide bearing: P -phenylenediamine and asymmetrical SBF/TPA-based units for electrochromic and electrofluorochromic multifunctional applications
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Electrofluorochromic (EFC) materials with excellent comprehensive properties possess promising application prospects in optoelectronic and biological fields. Here, a novel high-performance polyamide (SBF-HPA) has been realized by bearing stably electroact
- Su, Kaixin,Sun, Ningwei,Tian, Xuzhou,Guo, Shuang,Yan, Zhihua,Wang, Daming,Zhou, Hongwei,Zhao, Xiaogang,Chen, Chunhai
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Read Online
- Ionic liquids as designer solvents for nucleophilic aromatic substitutions
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(Chemical Equation Presented) Ionic liquids were designed to optimize the nucleophilic aromatic substitution reaction of an activated aniline with an activated arylhalide. The design was achieved by selecting the anions on the basis of calculations of the
- Newington, Ian,Perez-Arlandis, Juan M.,Welton, Tom
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Read Online
- Electroactive (A3+B2)-type hyperbranched polyimides with highly stable and multistage electrochromic behaviors
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Multicolored electrochromic materials have attracted intense attentions due to their diverse smart applications. In this work, we demonstrate a facile strategy to realize multistage visible/near-infrared (vis/NIR) electrochromism by designing and synthesi
- Sun, Ningwei,Meng, Shiyao,Zhou, Ziwei,Chao, Danming,Yu, Ye,Su, Kaixin,Wang, Daming,Zhao, Xiaogang,Zhou, Hongwei,Chen, Chunhai
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Read Online
- Diarylamine Synthesis via Desulfinylative Smiles Rearrangement
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Diarylamines are obtained directly from sulfinamides through a novel rearrangement sequence. The transformation is transition metal-free and proceeds under mild conditions, providing facile access to highly sterically hindered diarylamines that are otherw
- Sephton, Thomas,Large, Jonathan M.,Butterworth, Sam,Greaney, Michael F.
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p. 1132 - 1135
(2022/02/09)
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- N-(4-indolyl) N-heterocyclic carbene palladium complex and application thereof
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The invention discloses N-(4-indolyl) N-heterocyclic carbene palladium complexes of which the chemical structural general formula is shown in the specification. The palladium complex provided by the invention can be used for catalyzing cross coupling reactions such as Suzuki-Miyaura coupling, Buchwald-Hartwig reaction and the like.
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Paragraph 0109-0114
(2021/06/02)
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- A Tetraarylpyrrole-Based Phosphine Ligand for the Palladium-Catalyzed Amination of Aryl Chlorides
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A tetraarylpyrrole-based phosphine ligand L1 in combination with Pd(dba)2 provided a catalyst for the Buchwald-Hartwig amination reaction. A variety of amines were rapidly coupled with aryl chlorides at a Pd loading of 0.5 mol%. The selective monoarylation of aliphatic primary amines was achieved in the presence of 0.8 equiv. water. Comparison experiments were also conducted, which revealed that the catalytic activity of L1 is superior to representative phosphine ligands in the Pd-catalyzed C?N coupling of various amines. (Figure presented.).
- Sai, Masahiro
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supporting information
p. 5422 - 5428
(2021/10/08)
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- Diamine monomer containing tetraphenylethylene-triphenylamine structure, preparation method thereof, and application of diamine monomer in preparation of colorless polyimide
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The invention discloses a diamine monomer containing a tetraphenylethylene-triphenylamine structure, a preparation method thereof, and application of the diamine monomer in preparation of colorless polyimide with an electrochromic function, and belongs to
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Paragraph 0013; 0039; 0041
(2021/05/05)
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- Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines
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The development and study of a simple copper-catalyzed reaction of nitroarenes with aryl boronic acids to form diarylamines that uses phenyl silane as the stoichiometric terminal reductant is described. This cross-coupling reaction requires as little as 2 mol % of CuX and 4 mol % of diphosphine for success and tolerates a broad range of functional groups on either the nitroarene or the aryl boronic acid to afford the amine in good yield. Mechanistic investigations established that the cross-coupling reaction proceeds via a nitrosoarene intermediate and that copper is required to catalyze both the deoxygenation of the nitroarene to afford the nitrosoarene and C-NAr bond formation of the nitrosoarene with the aryl boronic acid.
- Guan, Xinyu,Zhu, Haoran,Driver, Tom G.
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p. 12417 - 12422
(2021/10/12)
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- Diamine compound containing diarylamine-pyrene structure, and preparation method thereof, polyamide, polyimide and applications thereof
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The invention provides a diamine compound containing a diarylamine-pyrene structure, and a preparation method thereof, polyamide, polyimide and applications thereof, and belongs to the technical fieldof electronic control fluorescence. According to the in
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Paragraph 0044; 0120-0121
(2020/04/02)
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- Diamine compound containing bis(diphenylamine)-tetraphenyl ethylene structure and preparation method thereof, polyamide and preparation method thereof
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The invention relates to the technical field of electric control fluorescence, and provides a diamine compound containing a bis(diphenylamine)-tetraphenyl ethylene structure. The diamine compound hasa structure shown as formula I, the diamine compound provided by the invention has a "2, 2-triphenylamine-tetraphenyl ethylene" structure, in polyamide prepared from the diamine compound, a tetraphenyl ethylene group with an aggregation-induced emission effect endows polyamide with the excellent characteristic of bright fluorescence in a solid state, and enables polyamide to have a high fluorescence quantum yield; meanwhile, star-shaped tetraphenyl ethylene and triphenylamine structures in the polyamide can weaken close packing of a polyamide molecular chain and improve the ion doping rate, sothat the electric control fluorescence response time of the polymer is shortened; besides, an electron donating group is introduced into the para-position of triphenylamine, so that the oxidation potential can be effectively reduced, and the electrochemical stability of polyamide is improved.
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Paragraph 0087-0089
(2020/07/12)
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- Diamine monomer and preparation method thereof, and polyamide, preparation method and applications thereof
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The invention provides a diamine monomer and a preparation method thereof, and polyamide, a preparation method and applications thereof, and belongs to the technical field of functional molecular materials. According to the invention, the diamine monomer
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Paragraph 0102
(2020/04/02)
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- Polymeric optoelectronic materials with low-voltage colorless-to-black electrochromic and AIE-activity electrofluorochromic dual-switching properties
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In recent years, colorless-to-black electrochromic (EC) and electrofluorochromic (EFC) materials are attracting increasing interest for the fundamental scientific research and potential applications. In order to achieve multiple-response optoelectronic ma
- Chen, Zheng,Guan, Shaowei,Han, Yuntao,Yao, Hongyan,Yu, Tiechen
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- PHOSPHINE COMPOUND, CROSSLINKED COMPOSITION, AND MANUFACTURING METHOD OF AROMATIC AMINE COMPOUND
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PROBLEM TO BE SOLVED: To provide a phosphine compound capable of constituting a transition metal complex excellent in reaction speed and selectivity as a catalyst. SOLUTION: There is provided a phosphine compound represented by the formula (I). In the formula Ar represents each independently an aryl group which may be substituted, R1 represents each independently a linear, branched or cyclic alkyl group, R2 represents each independently a linear, branched or cyclic alkyl group, alkoxy group or aryl group which may be substituted, or neighboring 2 R2 are bound each other to form a ring, and n represents an integer of 0 to 4. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
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Paragraph 0044-0046; 0054-0056
(2019/12/25)
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- Diamine monomer containing tetraphenylethylene-diarylamine structure, preparation method and application of the diamine monomer in polyamide synthesis
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The invention discloses a diamine monomer containing a tetraphenylethylene-diarylamine structure, a preparation method and application of the diamine monomer in polyamide synthesis, belonging to the technical field of organic compounds. A polyamide materi
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Paragraph 0040; 0042
(2020/01/08)
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- High-Performance Emission/Color Dual-Switchable Polymer-Bearing Pendant Tetraphenylethylene (TPE) and Triphenylamine (TPA) Moieties
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Electrofluorochromic (EFC) materials have aroused great interest owing to their interesting ability of tuning fluorescence in response to the applied potential. However, some crucial characteristics, such as response speed, fluorescence contrast, and swit
- Sun, Ningwei,Su, Kaixin,Zhou, Ziwei,Tian, Xuzhou,Jianhua, Zhao,Chao, Danming,Wang, Daming,Lissel, Franziska,Zhao, Xiaogang,Chen, Chunhai
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p. 5131 - 5139
(2019/08/12)
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- Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines
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The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.
- Akram, Manjur O.,Das, Avishek,Chakrabarty, Indradweep,Patil, Nitin T.
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supporting information
p. 8101 - 8105
(2019/10/11)
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- Asymmetric fluorophore structure-containing diacid monomer, and preparation method and application thereof
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The invention provides an asymmetric fluorophore structure-containing diacid monomer having a structure represented by formula I. Polyamide prepared by using the asymmetric fluorophore structure-containing diacid monomer as a monomer can improve the therm
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Paragraph 0147; 0150; 0156; 0159
(2019/01/07)
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- Diamine monomer with asymmetric fluorophore structure, and preparation method and application thereof
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The invention provides a diamine monomer with an asymmetric fluorophore structure as shown in a formula I which is described in the specification. According to the invention, polyamide or polyimide prepared by using the diamine monomer as a monomer can ma
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Paragraph 0174; 0175; 0177
(2019/01/04)
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- Dianhydride monomer containing asymmetric fluorophore structure, and preparation method and application of dianhydride monomer
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The invention provides a dianhydride monomer containing an asymmetric fluorophore structure, and the dianhydride monomer has a structure as shown in a formula I. Polyimide prepared by taking the dianhydride monomer as a monomer has improved solubility and
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Paragraph 0158-0159; 0161
(2019/01/04)
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- An Effective Heterogeneous Copper Catalyst System for C-N Coupling and Its Application in the Preparation of 2-Methyl-4-methoxydiphenylamine (MMDPA)
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A ligand-recyclable, environmentally benign heterogeneous catalyst system composed of CuI and polystyrene-supported N (-(4-(aminomethyl)naphthalen-1-yl)- N (-phenyl-1 H -pyrrole-2-carbohydrazide (PSAP) has been established for Ullmann type C-N coupling based on the homogeneous catalyst system N ′, N ′-diphenyl-1 H -pyrrole-2-carbohydrazide/CuI. This heterogeneous catalyst system maintained the catalytic effectiveness of the homogeneous catalyst. A variety of functionalized aryl bromides can be efficiently aminated with aryl amines and aliphatic amines with high selectivity for amines over alcohols. Moreover, a practical application of this catalyst system to promote the reaction of commercially available 4-methoxy-2-methylaniline and bromobenzene in 10 mmol scale, provided 2-methyl-4-methoxydiphenylamine (MMDPA) with 93% yield with the merit of the approach being simple operation for work-up and purification.
- Yi, Zhou,Huang, Manna,Wan, Yiqian,Zhu, Xinhai
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p. 3911 - 3920
(2018/09/29)
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- Copper(I)-USY as a Ligand-Free and Recyclable Catalyst for Ullmann-Type O-, N-, S-, and C-Arylation Reactions: Scope and Application to Total Synthesis
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The copper(I)-doped zeolite CuI-USY proved to be a versatile, efficient, and recyclable catalyst for various Ullmann-type coupling reactions. Easy to prepare and cheap, this catalytic material enables the arylation and heteroarylation of diverse O-, N-, S-, and C-nucleophiles under ligand-free conditions while exhibiting large functional group compatibility. The facility of this catalyst to promote C-O bond formation was further demonstrated with the total synthesis of 3-methylobovatol, a naturally occurring diaryl ether of biological relevance. From a mechanistic viewpoint, two competitive pathways depending on the nature of the nucleophile and consistent with the obtained results have been proposed.
- Garnier, Tony,Danel, Mathieu,Magné, Valentin,Pujol, Anthony,Bénéteau, Valérie,Pale, Patrick,Chassaing, Stefan
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p. 6408 - 6422
(2018/05/31)
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- Room-Temperature CuI-Catalyzed Amination of Aryl Iodides and Aryl Bromides
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A general and effective CuI/N′,N′-diaryl-1H-pyrrole-2-carbohydrazide catalyst system was developed for the amination of aryl iodides and bromides at room temperature with good chemoselectivity between -OH and -NH2 groups. Only 5 mol % of CuI and ligands was needed in this protocol to effect the amination of various aryl bromides and aryl iodides with a wide range of aliphatic and aryl amines (1.3 equiv).
- Ding, Xiaomei,Huang, Manna,Yi, Zhou,Du, Dongchen,Zhu, Xinhai,Wan, Yiqian
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p. 5416 - 5423
(2017/05/25)
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- Triamine monomer and preparation method and application thereof
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The invention discloses a triamine monomer and a preparation method and application thereof. The triamine monomer provided by the invention is N,N',N''-tri-(4-amino-phenyl)-N,N',N''-tri-(4-methoxy-phenyl)-1,3,5-phenyltriamine. The synthesis method is divi
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Paragraph 0074; 0075
(2016/10/27)
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- Amination with Pd-NHC complexes: Rate and computational studies involving substituted aniline substrates
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The amination of aryl chlorides with various aniline derivatives using the N-heterocyclic carbene-based Pd complexes Pd-PEPPSI-IPr and Pd-PEPPSI-IPent (PEPPSI=pyridine, enhanced precatalyst, preparation, stabilization, and initiation; IPr=diisopropylphenylimidazolium derivative; IPent= diisopentylphenylimidazolium derivative) has been studied. Rate studies have shown a reliance on the aryl chloride to be electron poor, although oxidative addition is not rate limiting. Anilines couple best when they are electron rich, which would seem to discount deprotonation of the intermediate metal ammonium complex as being rate limiting in favour of reductive elimination. In previous studies with secondary amines using PEPPSI complexes, deprotonation was proposed to be the slow step in the cycle. These experimental findings relating to mechanism were corroborated by computation. Pd-PEPPSI-IPr and the more hindered Pd-PEPPSI-IPent catalysts were used to couple deactivated aryl chlorides with electron poor anilines; while the IPr catalysis was sluggish, the IPent catalyst performed extremely well, again showing the high reactivity of this broadly useful catalyst. Copyright
- Hoi, Ka Hou,Calimsiz, Selcuk,Froese, Robert D. J.,Hopkinson, Alan C.,Organ, Michael G.
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supporting information; experimental part
p. 145 - 151
(2012/02/04)
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- Design, synthesis and antitumor activity of novel cis-furoquinoline derivatives
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A series of novel cis-furoquinoline derivatives was synthesized and tested for their antitumor activities in vitro against HepG2 cells, Lu-04 cells and Leu02 cells to evaluate structure-activity relationships. Assay-based antiproliferative activity study revealed that several compounds had significant effects on cytotoxicity, among which compounds 2f, 2l, 2q were found to be the most active compounds. Above all, compounds 2f, 2l, 2q would be potential anticancer agents which deserved further research.
- Li, Jie,Pei, Shuchen,Zhu, Yingxi,Wu, Jianbo,Chen, Yin,Zhang, Weiyu,Wu, Yong
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p. 379 - 388
(2012/07/03)
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- Smiles rearrangement for the synthesis of diarylamines
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A protocol for the one-pot synthesis of diarylamines via Smiles rearrangement under microwave irradiation has been developed. Various diarylamines were effectively synthesized starting from readily available substituted phenols, arylamines and chloroacetyl chloride in moderate to good yields (58-92%). ARKAT-USA, Inc.
- Tian, Xiao,Wu, Ren-Min,Liu, Gang,Li, Zhu-Bo,Wei, He-Lin,Yang, Hao,Shin, Dong-Soo,Wang, Li-Ying,Zuo, Hua
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experimental part
p. 118 - 126
(2011/10/02)
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- Synthesis and application of atropisomeric dihydrobenzofuran-based bisphosphine (BICMAP)
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A new atropisomeric dihydrobenzofuran-based bisphosphine ligand 1 was easily prepared from 1,4-dibromo-2-fluorobenzene. This racemic bisphosphine (±)-1 was used as a ligand for the palladium-catalyzed Suzuki-Miyaura reaction of aryl chloride with arylboronic acids and Hartwig-Buchwald amination of aryl bromides with aniline derivatives. The optical resolution of (±)-1 was also carried out by HPLC with a chiral stationary phase column.
- Mino, Takashi,Naruse, Yoshiaki,Kobayashi, Shohei,Oishi, Shunsuke,Sakamoto, Masami,Fujita, Tsutomu
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experimental part
p. 2239 - 2241
(2009/07/26)
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- NOVEL IMAGING AGENTS FOR DETECTING NEUROLOGICAL DYSFUNCTION
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Disclosed here in are compounds and methods of diagnosing Alzheimer's Disease or a predisposition thereto in a mammal, the method comprising administering to the mammal a diagnostically effective amount of a radiolabeled compound, wherein the compound is selected from the group consisting of radiolabeled flavones, coumarins, carbazoles, quinolinones, chromenones, imidazoles and triazoles derivatives, allowing the compound to distribute into the brain tissue, and imaging the brain tissue, wherein an increase in binding of the compound to the brain tissue compared to a normal control level of binding indicates that the mammal is suffering from or is at risk of developing Alzheimer's Disease
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Page/Page column 105-106
(2009/10/09)
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- Triaminophosphine ligands for carbon-nitrogen and carbon-carbon bond formation
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Methods and compounds are provided for the formation of carbon-nitrogen or carbon-carbon bonds comprising reacting an amine or an aryl boronic acid with an aryl halide in the presence of a palladium catalyst, a base, and a compound of formula II:
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Page/Page column 27-30; 35
(2008/12/05)
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- Oxidation of anilines with hydrogen peroxide and selenium dioxide as catalyst
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A variety of substituted anilines are selectively oxidized to afford high yields of azoxyarenes by using 30% hydrogen peroxide and selenium dioxide as catalyst in methanol at room temperature. The oxidation of 4-alkoxyanilines under the same reaction conditions furnishes the corresponding 4-alkoxy-N-(4-nitrophenyl)anilines in reasonable yields, alongside other oxidation byproducts. The structure of 4-methoxy-N-(4-nitrophenyl)aniline is elucidated by X-ray crystal structure analysis. From these results, some general aspects of the reaction pathways of aniline oxidation are discussed.
- Gebhardt, Christin,Priewisch, Beate,Irran, Elisabeth,Rueck-Braun, Karola
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body text
p. 1889 - 1894
(2009/04/04)
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- A pronounced anionic effect in the Pd-catalyzed Buchwald-Hartwig animation reaction revealed in phosphonium salt ionic liquids
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The Pd-mediated Buchwald-Hartwig animation reaction of aryl halides in a phosphonium salt ionic liquid consisting of a trihexyl(tetradecyl)phosphonium cation with a range of anions has been investigated. A pronounced anionic effect was uncovered with the reaction proceeding readily with weakly nucleophilic diarylamines only in the presence of noncoordinating anions. A mechanism is postulated to explain these results and it involves a rate-limiting ligand exchange step that proceeds through a dissociative pathway. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
- McNulty, James,Cheekoori, Sreedhar,Bender, Timothy P.,Coggan, Jennifer A.
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p. 1423 - 1428
(2008/09/18)
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- A new method for the selective amination of 1,3- and 1,4-dinitrobenzenes and protected nitroanilines leading to polyfunctional 1,3- and 1,4-disubstituted anilines
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The addition of functionalized arylmagnesium reagents to dinitrobenzenes and protected nitroanilines at -20°C in THF furnishes after a reductive workup polyfunctional diarylamines in 47-92% yield.
- Sapountzis, Ioannis,Knochel, Paul
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p. 955 - 958
(2007/10/03)
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- Application of a New Bicyclic Triaminophosphine Ligand in Pd-Catalyzed Buchwald-Hartwig Amination Reactions of Aryl Chlorides, Bromides, and Iodides
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The new bicyclic triaminophosphine ligand P(i-BuNCH2) 3CMe (3) has been synthesized in three steps from commercially available materials and its efficacy in palladium-catalyzed reactions of aryl halides with an array of amines has been demonstrated. Electron-poor, electron-neutral, and electron-rich aryl bromides, chlorides, and iodides participated in the process. The reactions encompassed aromatic amines (primary or secondary) and secondary amines (cyclic or acyclic). It has also been shown that the weak base Cs2CO3 can be employed with ligand 3, allowing a variety of functionalized substrates (e.g., those containing esters and nitro groups) to be utilized in our amination protocols. This ligand provides a remarkably general, efficient, and mild palladium catalyst for aryl iodide amination. Although 3 is slightly air and moisture sensitive, easy procedures can be adopted that avoid the need of a glovebox. Comparisons of the efficacy of 3 in these reactions with that of the proazaphosphatrane P(i-BuNCH2CH2)3N (2) reveal that in addition to the opportunity for transannulation in 2 (but not in 3), other significant stereoelectronic contrasts exist between these two ligands which help account for differences in the activities of the Pd/2 and Pd/3 catalytic systems.
- Urgaonkar, Sameer,Xu, Ju-Hua,Verkade, John G.
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p. 8416 - 8423
(2007/10/03)
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- High-Pressure Synthesis of Oligoanilines
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Aniline oligomers can be prepared cleanly and in high yield by the high-pressure promoted SNAr reaction of aromatic amines with fluoronitrobenzenes followed by reduction of the nitro group.
- Brown, Christopher L.,Muderawan, I. Wayan,Young, David J.
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p. 2511 - 2517
(2007/10/03)
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- Amide conformational switching induced by protonation of aromatic substituent
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(Matrix presented) Introduction of an electron-withdrawing group on the aromatic ring of N-methylacetanilide decreased the ratio of the cis conformer, and the ratio correlates well with the Hammett σ values of the substituents. These steric properties can be applied to achieve amide conformational swiching by protonation at the aromatic substituent of 4-[bis(dimethylamino)]-N-methylacetanilide or N-[p-(dimethylamino)phenyl]-N-phenylacetamide.
- Yamasaki, Ryu,Tanatani, Aya,Azumaya, Isao,Saito, Shoichi,Yamaguchi, Kentaro,Kagechika, Hiroyuki
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p. 1265 - 1267
(2007/10/03)
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- Simple, efficient catalyst system for the palladium-catalyzed amination of aryl chlorides, bromides, and triflates
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Palladium complexes supported by (o-biphenyl)P(t-Bu)2 (3) or (o- biphenyl)PCy2 (4) are efficient catalysts for the catalytic amination of a wide variety of aryl halides and triflates. Use of ligand 3 allows for the room-temperature catalytic amination of many aryl chloride, bromide, and triflate substrates, while ligand 4 is effective for the amination of functionalized substrates or reactions of acyclic secondary amines. The catalysts perform well for a large number of different substrate combinations at 80-110 °C, including chloropyridines and functionalized aryl halides and triflates using 0.5-1.0 mol % Pd; some reactions proceed efficiently at low catalyst levels (0.05 mol % Pd). These ligands are effective for almost all substrate combinations that have been previously reported with various other ligands, and they represent the most generally effective catalyst system reported to date. Ligands 3 and 4 are air-stable, crystalline solids that are commercially available. Their effectiveness is believed to be due to a combination of steric and electronic properties that promote oxidative addition, Pd-N bond formation, and reductive elimination.
- Wolfe, John P.,Tomori, Hiroshi,Sadighi, Joseph P.,Yin, Jingjun,Buchwald, Stephen L.
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p. 1158 - 1174
(2007/10/03)
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- Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure
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The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields.The bulkiness of amines affects its reactivity to lower the yields of the products.Although the secondary amines are usually less reactive than primary amines, cyclic secondary amines such as morpholine, piperidine, and pyrrolidine were found very reactive. 1,4-Diazabicyclooctane and quinuclidine gave N-quarternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.Dichloro- and trichloro-nitrobenzenes also react with diethylamine, pyrrolidine, and morpholine to give mono-, di-, and trisubstitution products depending upon the amount of amine and the position of nitro group in these chlorides.
- Ibata, Toshikazu,Isogami, Yasushi,Toyoda, Jiro
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- THE FIRST SUCCESSFUL DIRECT AZOCOUPLING OF NITROAROMATIC ANION-RADICAL
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o-Dinitrobenzene dianion reacts with p-N,N-dimethylaminobenzenediazonium cation, forming 2-nitro-4'-N,N-dimethylaminoazobenzene. o-Dinitrobenzene anion-radical, interacting with benzenediazonium cations that contain N,N'-dimethylamino or nitro group in para-position, yields 3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene and 3,4'-dinitro-4-hydroxyazobenzene, respectively.The above compounds are formed in media promoting the stability of ion pairs between o-dinitrobenzene dianions or anions-radicals and potassium cations.With the dissociation of ion pairs, only the electron-transfer reaction products are observed.
- Todres, Z. V.,Hovsepyan, G. TS.,Ionina, YE. A.
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p. 5199 - 5204
(2007/10/02)
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- Nucleophilic Substitution of Aromatic Halides with Amines under High Pressure
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The reaction of aromatic chlorides, bromides and iodides with various primary or secondary amines in a tetrahydrofuran solution under high pressure of 6-12 kbar gave the corresponding secondary and tertiary aromatic amines. 1,4-Diazabicyclooctane and quinuclidine gave N-aryl quaternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.
- Ibata, Toshikazu,Isogami, Yasushi,Toyoda, Jiro
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p. 1187 - 1190
(2007/10/02)
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- Color-forming sulfonamidodiphenylamines and corresponding sulfonimide dyes
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Color-forming para-sulfonamidodiphenylamines and their corresponding sulfonimide dyes are useful in imaging materials. The color-forming sulfonamidodiphenylamines are prepared by condensation reactions. The corresponding sulfonimide dyes are formed by oxi
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- Making a nitrodiarylamine by reacting an alkali metal salt of a formamide with a nitrohaloarene
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Preparation of a nitrodiarylamine from a nitrohaloarene and alkali metal salt of the formyl derivative of a primary aromatic amine is disclosed.
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