21209-32-5Relevant articles and documents
Photoactivated hydrosilylation reaction of alkynes
Wang, Fei,Neckers, Douglas C.
, p. 1 - 6 (2003)
The photoactivated (350 nm) hydrosilylation of alkynes by silanes catalyzed by platinum(II) bis(acetylacetonato) has been studied. Platinum(II) bis(acetylacetonato) is an efficient catalyst. High yields of adducts ( > 98% for terminal alkynes) can be obta
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)
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
Water-soluble N-heterocyclic carbene platinum(0) complexes: Recyclable catalysts for the hydrosilylation of alkynes in water at room temperature
Silbestri, Gustavo F.,Flores, Juan Carlos,De Jesus, Ernesto
, p. 3355 - 3360 (2012)
The synthesis and characterization of new water-soluble platinum(0) complexes bearing sulfonated N-heterocyclic carbene (NHC) and divinyltetramethylsiloxane (dvtms) ligands are described. These complexes, of the general formula (NHC)Pt(dvtms), are active
Selective hydrosilylation of alkynes with a nanoporous gold catalyst
Ishikawa, Yoshifumi,Yamamoto, Yoshinori,Asao, Naoki
, p. 2902 - 2905 (2013)
The hydrosilylation of acetylenic compounds proceeded smoothly in the presence of a reusable nanoporous gold catalyst under mild conditions and the β-(E)-cis-addition products were obtained in good to high yields regio- and stereoselectively.
Completely selective synthesis of (E)-β-(triethylsilyl)styrenes by Fe3(CO)12-catalyzed reaction of styrenes with triethylsilane
Kakiuchi, Fumitoshi,Tanaka, Yasuo,Chatani, Naoto,Murai, Shinji
, p. 45 - 47 (1993)
Using Fe3(CO)12 as the catalyst, the reaction of styrenes (C6H5CH=CH2, p-CH3C6H4CH=CH2, p-ClC6H4CH=CH2, and p-CH3OC6H4CH=CH2) with triethylsilane gave (E)-β-(triethylsilyl)styrenes (2a, (E)-C6H5CH=CHSiEt3; 2b, (E)-p-CH3C6H4CH=CHSiEt3; 2c, (E)-p-ClC6H4CH=C
Manganese-Catalyzed Dehydrogenative Silylation of Alkenes following Two Parallel Inner-Sphere Pathways
Weber, Stefan,Glavic, Manuel,St?ger, Berthold,Pittenauer, Ernst,Podewitz, Maren,Veiros, Luis F.,Kirchner, Karl
supporting information, p. 17825 - 17832 (2021/11/04)
We report on an additive-free Mn(I)-catalyzed dehydrogenative silylation of terminal alkenes. The most active precatalyst is the bench-stable alkyl bisphosphine Mn(I) complex fac-[Mn(dippe)(CO)3(CH2CH2CH3)]. The catalytic process is initiated by migratory insertion of a CO ligand into the Mn-alkyl bond to yield an acyl intermediate which undergoes rapid Si-H bond cleavage of the silane HSiR3 forming the active 16e- Mn(I) silyl catalyst [Mn(dippe)(CO)2(SiR3)] together with liberated butanal. A broad variety of aromatic and aliphatic alkenes was efficiently and selectively converted into E-vinylsilanes and allylsilanes, respectively, at room temperature. Mechanistic insights are provided based on experimental data and DFT calculations revealing that two parallel reaction pathways are operative: an acceptorless reaction pathway involving dihydrogen release and a pathway requiring an alkene as sacrificial hydrogen acceptor.
Manganese-catalysed divergent silylation of alkenes
Dong, Jie,Yuan, Xiang-Ai,Yan, Zhongfei,Mu, Liying,Ma, Junyang,Zhu, Chengjian,Xie, Jin
, p. 182 - 190 (2020/12/17)
Transition-metal-catalysed, redox-neutral dehydrosilylation of alkenes is a long-standing challenge in organic synthesis, with current methods suffering from low selectivity and narrow scope. In this study, we report a general and simple method for the manganese-catalysed dehydrosilylation and hydrosilylation of alkenes, with Mn2(CO)10 as a catalyst precursor, by using a ligand-tuned metalloradical reactivity strategy. This enables versatility and controllable selectivity with a 1:1 ratio of alkenes and silanes, and the synthetic robustness and practicality of this method are demonstrated using complex alkenes and light olefins. The selectivity of the reaction has been studied using density functional theory calculations, showing the use of an iPrPNP ligand to favour dehydrosilylation, while a JackiePhos ligand favours hydrosilylation. The reaction is redox-neutral and atom-economical, exhibits a broad substrate scope and excellent functional group tolerance, and is suitable for various synthetic applications on a gram scale. [Figure not available: see fulltext.].
