76372-98-0Relevant academic research and scientific papers
Asymmetric Hydrosilylation of β-Silyl Styrenes Catalyzed by a Chiral Palladium Complex
He, Yu-Han,Ji, Yang,Li, Rui,Su, Yan,Wang, Yi-Fan
, (2022/02/10)
A palladium complex coordinated with a chiral SIPHOS ligand was evaluated as an efficient catalyst for asymmetric hydrosilylation of β-silyl styrenes with trichlorosilane and 23 1,2-bis(silyl) chiral compounds were produced. Good to excellent enantioselec
Oxidative Dehydrogenative Silylation-Alkenation Reaction of Alkyl Aromatics with Silanes
Jiang, Wei,Zhang, Yongxin,Su, Yingpeng,Bao, Xiazhen,Fu, Ying,Huo, Congde
supporting information, p. 1065 - 1069 (2020/06/25)
A Cu(OAc)2/DDQ/DTBP/Py system catalyzed oxidative dehydrogenative silylation-alkenation tandem reaction of readily available alkyl aromatic compounds with silanes was established. A variety of functionalized alkenyl organosilicon compounds were provided in good to high yields with a total β-(E) selectivity. The control experiments revealed that the transformation might proceed through a radical pathway.
Nickel-Catalyzed Decarboxylative C–Si Bond Formation: A Regioselective Cross-Coupling Between Trialkyl Silanes and α,β-Unsaturated Carboxylic Acids
Allam, Bharat Kumar,Azeez, Sadaf,Kandasamy, Jeyakumar
, (2019/08/26)
This report presents the first example of nickel-catalyzed mild decarboxylative cross-coupling reaction for the regioselective formation of C–Si bond. An easily accessible and significantly stable Ni (dmg)2 owes the role of key promoter. This r
Visible light accelerated hydrosilylation of alkynes using platinum-[acyclic diaminocarbene] photocatalysts
Gee, Jack C.,Fuller, Beth A.,Lockett, Hannah-Marie,Sedghi, Gita,Robertson, Craig M.,Luzyanin, Konstantin V.
supporting information, p. 9450 - 9453 (2018/08/28)
Platinum-[diaminocarbene] complexes work as transition-metal photocatalysts for the hydrosilylation of alkynes. A catalytic system operates under visible light irradiation (blue LED) enabling the conversion of a range of terminal and internal alkynes to r
Stereoselective Synthesis of Alkenyl Silanes, Sulfones, Phosphine Oxides, and Nitroolefins by Radical C-S Bond Cleavage of Arylalkenyl Sulfides
Lin, Ya-mei,Lu, Guo-ping,Wang, Rong-kang,Yi, Wen-bin
supporting information, p. 1100 - 1103 (2017/03/15)
A radical-mediated approach has been introduced for the C-S bond activation of arylalkenyl sulfides. The protocol provides an efficient approach for the generation of various alkenes including alkenyl silanes, sulfones, phosphine oxides, and nitroolefins. In most cases, these radical substitutions are performed under metal-free conditions with stereospecificity.
Stereoselective synthesis of vinylsilanes: Via copper-catalyzed silylation of alkenes with silanes
Gu, Jian,Cai, Chun
supporting information, p. 10779 - 10782 (2016/09/07)
An efficient and stereoselective synthesis of vinylsilanes via copper-catalyzed direct silylation of alkenes with silanes was developed. This study offers a new and expedient strategy for the synthesis of synthetically useful alkenyl organosilicon compoun
Mechanistic studies of palladium(II)-catalyzed hydrosilation and dehydrogenative silation reactions
LaPointe, Anne M.,Rix, Francis C.,Brookhart, Maurice
, p. 906 - 917 (2007/10/03)
The cationic Pd(II) complexes, [(phen)Pd(CH3)(L)]+[BAr'4]- phen = 1,10-phenanthroline; L = Et2O, Me3SiC≡CSiMe3; Ar' = 3,5-(CF3)2C6H3) catalyze the hydrosilation and dehydrogenative silation of olefins. Hydrosilation of ethylene, tert-butylethylene, 1-hexene, and cyclohexene by HSiR3 (R = CH2CH3, C6H5) occurs in the presence of 1 mol% [(phen)Pd(CH3)(L)]+[BAr'4]-. The reaction of tert-butylethylene with HSi(i-Pr)3 in the presence of [(phen)Pd(CH3)(L)]+[BAr'4]- yields neohexane and t-BuCH=CHSi(i-Pr)3. Low-temperature NMR experiments revealed that the catalyst resting state for the silations of ethylene and alkyl-substituted olefins is [(phen)Pd(SiR3)(η2-H2C=CHR')]+[BAr'4]-. Evidence for rapid, reversible silyl migration at -70°C was observed by 1H NMR spectroscopy. Deuterium labeling studies show that the intermediate Pd(II) alkyl complexes can isomerize via a series of β-hydride eliminations followed by reinsertions of olefin prior to reaction with DSiEt3. Styrene undergoes both hydrosilation and dehydrogenative silation in the presence of [(phen)Pd(CH3)(L)]+[BAr'4]- or [(phen)Pd(η3-CH(CH3)C6H5)]+[BAr'4]- yielding ethylbenzene, R3SiCH2CH2C6H5 and trans-R3SiCH=CHPh (R = CH2CH3, CH(CH3)2). 1H NMR spectroscopy revealed that the π-benzyl complexes [(phen)Pd(η3-CH(CH2SiR3)C6H5)]+[BAr'4]- and [(phen)Pd(η3-CH(CH3)C6H5)]+[BAr'4]- are the catalyst resting states for the silation reactions of styrene.
Transition Metal Complexes of Troeger's Base and their Catalytic Activity for the Hydrosilylation of Alkynes
Goldberg, Yuri,Alper, Howard
, p. 369 - 372 (2007/10/02)
Rhodium(III) and iridium(III) complexes of Troeger's base (TB), of structural type TB*2MCl3 (M=Rh, Ir), were prepared by treatment of TB with MCl3.The rhodium complex readily catalyzed the hydrosilylation of alkynes with high regio- and stereoselectively observed in some cases.
STERIC EFFECTS IN HYDROSILYLATION OF STYRENE
Kuncova, Gabriela,Chvalovsky, Vaclav
, p. 2085 - 2099 (2007/10/02)
Hydrosilylation of styrene, 2-phenyl-1-propene, trans-1-phenyl-1-propene by (CH3)R2SiH (R=C2H5, i-C3H7, i-C4H9) and R3'SiH (R'=i-C3H7, t-C4H9) in the presence of 3> (I), 2> (II) and H2PtCl6 as catalysts has been studied.The reaction of styrene with (CH3)R2SiH catalysed by complex I in benzene leads to α- and β-adduct as well as to a substitution product.Analogous addition of (i-C3H7)3SiH catalysed by complexes I and II produces selectively trans-1-triisopropylsilyl-2-phenylethylene.Reaction of 2-phenyl-1-propene with CH3(C2H5)2SiH gives 1-diethylmethylsilyl-2-phenylpropane, 1-diethylmethylsilyl-2-phenyl-2-propene and 1-diethylmethylsilyl-2-phenyl-1-propene.Hydrosilylation of trans-1-phenyl-1-propene by diethylmethylsilane catalysed by complex I gave 1-diethylmethylsilyl-2-phenylpropane and 3-diethylmethylsilyl-1-phenylpropane.Conversion of 2-phenyl-1-propene and trans-1-phenyl-1-propene in their reaction with diethylmethylsilane catalysed by complex I was found to be much lower compared to the reaction with styrene and attained maximum at 60 deg C.The selectivity and rates of above reactions can be influenced by the presence of air oxygen.
