142557-76-4Relevant articles and documents
Ionic Liquid-Based Microemulsions in Catalysis
Hejazifar, Mahtab,Earle, Martyn,Seddon, Kenneth R.,Weber, Stefan,Zirbs, Ronald,Bica, Katharina
, p. 12332 - 12339 (2016)
The design and properties of surface-active ionic liquids that are able to form stable microemulsions with heptane and water are presented, and their promise as reaction media for thermomorphic palladium-catalyzed cross-coupling reactions is demonstrated.
Iron-catalyzed Suzuki-Miyaura cross-coupling reaction
Bezier, David,Darcel, Christophe
, p. 1732 - 1736 (2009)
An efficient, mild, and simple protocol for iron-catalyzed Suzuki-Miyaura type cross-coupling reaction between iodo- or bromoaryl derivatives and arylboronic acids was developed. In the presence of iron(III) chloride (10 mol%) and a stoichiometric amount of potassium fluoride, aryl iodides and bromides reacted with arylboronic acids in ethanol at 100 °C under air to give the corresponding bis-aryl compounds with good to excellent yields.
Synthesis of chiral imidazolium salts from a carbohydrate and their application in Pd-catalyzed Suzuki-Miyaura reaction
Zhou, Zhonggao,Qiu, Jiabin,Xie, Lifang,Du, Fan,Xu, Guohai,Xie, Yongrong,Ling, Qidan
, p. 1911 - 1918 (2014)
A series of chiral 1-(acetylated glucopyranosyl)-3-substituted-imidazolium salts [3-substitute = nbutyl (1a), 3-bromopropyl (1b), 2-chloromethyl benzyl (1c), and 4-chloromethyl benzyl (1d)] have been synthesized. Preliminary catalytic studies show that these imidazolinium salts are remarkably efficient in Pd-catalyzed Suzuki-Miyaura reaction. Functionalized aryl boronic acids reaction with aryl halides (including aryl iodides, aryl bromides and activated aryl chlorides) using environmentally friendly conditions (ethanol aqueous and ambient). The excellent isolate yields reveal that the bulky carbohydrate unit is promising for the construction of highly active transition-metal catalyst.
PEG-supported dipyridyl ligand for palladium-catalyzed Suzuki and Suzuki-type reactions in PEG and aqueous media
Mai, Wenpeng,Gao, Lianxun
, p. 2553 - 2558 (2006)
An air- and water-stable PEG-supported bidentate nitrogen ligand is prepared and its applications in the palladium-catalyzed Suzuki reaction of aryl halides with arylboronic acids in PEG and Suzuki-type reaction of aryl halides with sodium tetraphenylborate in aqueous media are reported. The homogeneous catalyst system is environmentally friendly and offers the advantages of high activity, reusability and easy separation. Georg Thieme Verlag Stuttgart.
New biomaterials for Ni biosorption turned into catalysts for Suzuki-Miyaura cross coupling of aryl iodides in green conditions
Cases, Lucie,Adler, Pauline,Pelissier, Franck,Diliberto, Sébastien,Boulanger, Clotilde,Grison, Claude
, p. 28085 - 28091 (2021/09/15)
In parallel with increasing Ni production and utilisation, Ni pollution in the soil-water continuum has become an alarming and global problem. Solutions for removing Ni from industrial effluents have been widely investigated and biosorption has emerged as an efficient, cost-effective, scalable and sustainable alternative for water treatment. However, the biosorption capacity is limited by the chemical composition of the biomaterial and the Ni-enriched biomaterials are rarely valorised. In this work, the biosorption capacity of three abundant biomaterials with different chemical properties - water hyacinth, coffee grounds and pinecones - was studied before and after functionalization, and reached a maximum biosorption capacity of 51 mg g?1of Ni(ii). A bioinspired functionalization approach was investigated introducing carboxylate moieties and was conducted in green conditions. The Ni-enriched biomaterials were valorised by transformation into catalysts, which were characterised by MP-AES and XRPD. Their characterisation revealed a structure similar to nickel formate, and hence the Eco-Ni(HCOO)2catalysts were tested in Suzuki-Miyaura reactions. Several aryl iodides were successfully cross-coupled to phenylboronic acids using Eco-Ni(HCOO)2without any ligand, a mild and green base in a mixture of green solvents.
Integrated Suzuki Cross-Coupling/Reduction Cascade Reaction of meta-/para-Chloroacetophenones and Arylboronic Acids under Batch and Continuous Flow Conditions
Li, Yilong,Wang, Chengyi,Chen, Qipeng,Li, Hongyu,Su, Yu,Cheng, Tanyu,Liu, Guohua,Tan, Chunxia
supporting information, p. 2338 - 2345 (2021/07/16)
Overcoming the incompatibility of a pair of conflicting catalysts via a flow methodology has great significance in the practical applications for multistep organic transformations. In this study, a multiple continuous-flow system is developed, which can boost the reactivity and selectivity in a sequential enantioselective cascade reaction. During this process, a periodic mesoporous organosilica-supported Pd/carbene species as a Suzuki cross-coupling catalyst is packed in the first column reactor, whereas another periodic mesoporous organosilica-supported Ru/diamine species as an asymmetric transfer hydrogenation catalyst is packed in the second column reactor. As we envisioned, the initially Pd-catalyzed cross-coupling reaction of meta-/para-chloroacetophenones and aryl boronic acids followed by the subsequentially Ru-catalyzed reduction provides chiral biarylols with enhanced yields and enantioselectivities. Furthermore, the advantages of the easy handling and the simple procedure make this system an attractive application in a scale-up preparation of optically pure organic molecules under environmentally-friendly conditions.
Nickel(ii) N-heterocyclic carbene complexes as efficient catalysts for the Suzuki—Miyaura reaction
Astakhov, A. V.,Chernyshev, V. M.,Pasyukov, D. V.,Soliev, S. B.
, p. 683 - 690 (2020/05/04)
Catalytic activity of nickel(ii) and palladium(ii) N-heterocyclic carbene (NHC) complexes derived from imidazole, benzimidazole, and 1,2,4-triazole was comparatively evaluated in the cross-coupling reactions of aryl halides with arylboronic acids. Readily available nickel bis-NHC complexes (NHC)2NiX2 (X = Cl, Br, or I) exhibited the activity comparable to that of the structurally related palladium complexes and, consequently, can be applied as efficient catalysts for the Suzuki—Miyaura reaction.
