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146896-52-8

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146896-52-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 146896-52-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,6,8,9 and 6 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 146896-52:
(8*1)+(7*4)+(6*6)+(5*8)+(4*9)+(3*6)+(2*5)+(1*2)=178
178 % 10 = 8
So 146896-52-8 is a valid CAS Registry Number.

146896-52-8Relevant articles and documents

Synthesis of Oxazoles by Tandem Cycloisomerization/Allylic Alkylation of Propargyl Amides with Allylic Alcohols: Zn(OTf)2 as π Acid and σ Acid Catalyst

Wang, Bin,Chen, Ying,Zhou, Ling,Wang, Jianwu,Tung, Chen-Ho,Xu, Zhenghu

, p. 12718 - 12724 (2015)

A Zn(OTf)2-catalyzed tandem cycloisomerization/allylic alkylation of N-(propargyl)arylamides and allylic alcohols to produce oxazole derivatives has been successfully developed. The zinc catalyst served as π acid and also σ acid in this reaction. The target allylic oxazoles have been transformed into multisubstituted diene structures, which are potential aggregation-induced emission active optical materials.

The core of the matter-arene substitution determines the coordination and catalytic behaviour of tris(1-phosphanyl-1′-ferrocenylene)arene gold(i) complexes

Coburger, Peter,Hey-Hawkins, Evamarie,Michak, Marvin,Ringenberg, Mark R.,Straube, Axel

, p. 16667 - 16682 (2020)

Changing the aromatic core of C3-symmetric tris(ferrocenyl)arene-based tris-phosphanes has profound effects on their coordination behaviour towards gold(i). Depending on the arene (s-triazine, benzene, or trifluorobenzene), four different coordination modes can be distinguished and their preference has been rationalised using computational methods. The corresponding 1 : 1 ligand-to-metal complexes, studied by variable-temperature NMR spectroscopy, revealed fluctional behaviour in solution. Given the presence of up to three or six ferrocenylene spacers per complex, their electrochemistry was investigated. The redox-responsive nature of the complexes can be advantageously exploited in the catalytic ring-closing isomerisation of N-(2-propyn-1-yl)benzamide, where the benzene-based 2 : 3 ligand-to-metal complex has been shown to display multiple activity states depending on the degree of (reversible) oxidation in a preliminary trial.

Gold-Catalyzed One-Pot Synthesis of Polyfluoroalkylated Oxazoles from N-Propargylamides Under Visible-Light Irradiation

Li, Pan,Liu, Yantao,Shi, Yating,Wei, Lanen,Xu, Xuejun,Zhang, Puyu,Zhao, Jingjing,Zhao, Ke

, p. 2417 - 2420 (2021)

A gold-catalyzed synthesis of polyfluoroalkylated oxazoles from N-propargylamides under visible-light irradiation has been developed. These reactions display excellent compatibility of radicals and gold catalysts under visible-light irradiation. Mechanistic experiments indicate that polyfluoroalkyl iodides play a dual role in enhanced compatibility of radicals and gold catalysts through assisted protodeauration of vinyl gold and reactivated the gold catalyst. In addition, PPh3AuNTf2 not only activates N-propargylamide to generate vinyl gold intermediate, but also greatly promotes homolysis of polyfluoroalkyl iodides under blue light irradiation.

T-Shaped Gold→Stiborane Complexes as Carbophilic Catalysts: Influence of the Peripheral Substituents

Sen, Srobona,Ke, Iou-Sheng,Gabba?, Fran?ois P.

, p. 4224 - 4230 (2017)

As part of our efforts toward the discovery of new late transition metal catalysts, we synthesized [(o-(Ph2P)C6H4)2(o-C6Cl4O2)SbPh)Au]+ (3+) and [(o-(iPrsu

Novel zwitterionic complexes arising from the coordination of an ambiphilic phosphorus-aluminum ligand to gold

Devillard, Marc,Nicolas, Emmanuel,Appelt, Christian,Backs, Jana,Mallet-Ladeira, Sonia,Bouhadir, Ghenwa,Slootweg, J. Chris,Uhl, Werner,Bourissou, Didier

, p. 14805 - 14808 (2014)

Coordination of Mes2PC(CHPh)AltBu2 to metal chlorides has been studied. Bridging P→M-Cl→Al coordinations were observed with Rh and Pd fragments, while chloride abstraction systematically occurred with gold. The resulting zwitterionic

Catalytic ring-closing reactions of gold compounds containing bis(phosphino)ferrocene ligands

Michaels, Toni A.,Pritchard, Olivia F.,Dell, Justine S.,Bezpalko, Mark W.,Kassel, W. Scott,Nataro, Chip

, p. 1 - 8 (2019)

The efficiency of various gold compounds containing bis(phosphino)ferrocene ligands for catalyzing ring-closing reactions was examined. Six commercially available bis(phosphino)ferrocene ligands: 1,1′-bis(ditert-butylphosphino)ferrocene (dtbpf), 1,1′-bis(

Synthesis and Properties of Hydrazino Amino Acyclic Carbenes of Gold(I), Platinum(II), Palladium(II) and Rhodium(III)

T?upova, Svetlana,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.

, p. 3999 - 4005 (2016)

The nucleophilic addition of protected and substituted hydrazine derivatives to isonitrile complexes of gold(I), platinum(II), palladium(II) and rhodium(III) provides the corresponding hydrazino amino acyclic carbene complexes. These are characterized by

Metal Confinement through N-(9-Alkyl)fluorenyl-Substituted N-Heterocyclic Carbenes and Its Consequences in Gold-Catalysed Reactions Involving Enynes

Teci, Matthieu,Hueber, Damien,Pale, Patrick,Toupet, Lo?c,Blanc, Aurélien,Brenner, Eric,Matt, Dominique

, p. 7809 - 7818 (2017)

A series of gold(I) and gold(III) complexes containing bulky bis-N,N′-(9-alkylfluorenyl) heterocyclic carbene (RF-NHC) ligands have been prepared in high yields from appropriate imidazolinium, imidazolium and benzimidazolium salts. In all complexes, the carbene ligand provides high steric protection of the Au?X bond trans to the carbenic C atom. Irrespective of the metal oxidation state, the complexes showed high efficiency in a tandem 3,3-rearrangement/Nazarov reaction of an enynyl acetate. One of the AuIII complexes, [AuCl3(RF-NHC)], was further found to be suitable for the efficient cyclisation of a propargylcarboxamide. Furthermore, unlike related NHC–gold(I) complexes based on conventional bulky N-heterocyclic carbenes (notably, 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr), 1,3-bis-(2,4,6-trimethylphenyl)imidazol-2-ylidene (IMes) and 1,3-(bis-tert-butyl)imidazol-2-ylidene (ItBu)), the studied [AuICl(RF-NHC)] complexes catalysed the conversion of a 1,6-enyne in the presence of indole into a single product; this arises from the embracing character of the ligand, which prevents indole addition on one of the catalytic intermediates. A structure/selectivity relationship was established for all carbenes tested that took into account percent buried volumes and topographic steric maps. The results illustrate the high potential of confining NHCs in organic synthesis.

Triple the fun: Tris(ferrocenyl)arene-based gold(i) complexes for redox-switchable catalysis

Coburger, Peter,Dütsch, Luis,Hey-Hawkins, Evamarie,Straube, Axel

, p. 10657 - 10668 (2020)

The modular syntheses of C3-symmetric tris(ferrocenyl)arene-based tris-phosphanes and their homotrinuclear gold(i) complexes are reported. Choosing the arene core allows fine-tuning of the exact oxidation potentials and thus tailoring of the electrochemical response. The tris[chloridogold(i)] complexes were investigated in the catalytic ring-closing isomerisation of N-(2-propyn-1-yl)benzamide, showing cooperative behaviour vs. a mononuclear chloridogold(i) complex. Adding one, two, or three equivalents of 1,1'-diacetylferrocenium[tetrakis(perfluoro-tert-butoxy)aluminate] as an oxidant during the catalytic reaction (in situ) resulted in a distinct, stepwise influence on the resulting catalytic rates. Isolation of the oxidised species is possible, and using them as (pre-)catalysts (ex situ oxidation) confirmed the activity trend. Proving the intactness of the P-Au-Cl motif during oxidation, the tri-oxidised benzene-based complex has been structurally characterised. This journal is

Bicyclic (amino)(borata)carbene derived from diazadiborinine and isonitrile

Wang, Baolin,Koshino, Kota,Kinjo, Rei

, p. 13012 - 13014 (2019)

The reaction of 1,4,2,5-diazadiborinine (1) with two equivalents of an aryl isonitrile afforded a bicyclic product containing an indole unit (2) or ketenimine moiety (3), suggesting the generation of a B,N-carbene intermediate formed via a [4+2] cycloaddi

The Power of Ferrocene, Mesoionic Carbenes, and Gold: Redox-Switchable Catalysis

Klenk, Sinja,Rupf, Susanne,Suntrup, Lisa,Van Der Meer, Margarethe,Sarkar, Biprajit

, p. 2026 - 2035 (2017)

Catalysis with gold(I) complexes is a useful route for synthesizing a variety of important heterocycles. Often, silver(I) additives are necessary to increase the Lewis acidity at the gold(I) center and to make them catalytically active. We present here a

Synthesis and Catalytic Applications of Multinuclear Gold(I)-1,2,3-Triazolylidene Complexes

Rendón-Nava, David,álvarez-Hernández, Alejandro,Mendoza-Espinosa, Daniel

supporting information, p. 840 - 847 (2021/02/26)

A series of mono- to trinuclear gold(I) complexes (1–3) supported by oxo-functionalized 1,2,3-triazolylidenes have been prepared. All new compounds were fully characterized by means of 1H and 13C NMR spectroscopy, elemental analyses, and in the case of complexes 1 and 2 by x-ray diffraction. The catalytic performance of the new triazolylidene gold complexes was tested in several hydroelementation and cyclization processes employing a variety of alkynes as starting materials. According to the overall results, the trinuclear complex 3 displayed the highest catalytic activity in all processes, providing good to excellent yields under mild reaction conditions.

N-Heterocyclic Iod(az)olium Salts – Potent Halogen-Bond Donors in Organocatalysis

Boelke, Andreas,Kuczmera, Thomas J.,Lork, Enno,Nachtsheim, Boris J.

supporting information, p. 13128 - 13134 (2021/08/09)

This article describes the application of N-heterocyclic iod(az)olium salts (NHISs) as highly reactive organocatalysts. A variety of mono- and dicationic NHISs are described and utilized as potent XB-donors in halogen-bond catalysis. They were benchmarked in seven diverse test reactions in which the activation of carbon- and metal-chloride bonds as well as carbonyl and nitro groups was achieved. N-methylated dicationic NHISs rendered the highest reactivity in all investigated catalytic applications with reactivities even higher than all previously described monodentate XB-donors based on iodine(I) and (III) and the strong Lewis acid BF3.

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