104014-95-1Relevant academic research and scientific papers
Regioselective allene hydrosilylation catalyzed by N-heterocyclic carbene complexes of nickel and palladium
Miller, Zachary D.,Li, Wei,Belderrain, Tomas R.,Montgomery, John
, p. 15282 - 15285 (2013)
Regioselective methods for allene hydrosilylation have been developed, with regioselectivity being governed primarily by the choice of metal. Alkenylsilanes are produced via nickel catalysis with larger N-heterocyclic carbene (NHC) ligands, and allylsilan
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.
Single-Operation Synthesis of Vinylsilanes from Alkenes and Hydrosilanes with the Aid of Ru3(CO)12
Seki, Yoshio,Takeshita, Kenji,Kawamoto, Kazuaki,Murai, Shinji,Sonoda, Noboru
, p. 3890 - 3895 (2007/10/02)
Alkenes (RCH=CH2, where R = C6H5, p-CH3C6H4, p-CH3OC6H4, p-ClC6H4, 2-naphthyl, (CH3)3C, Me3SiO(CH3)2C, n-C4H9O, and Et3Si) with HSiEt3 with Ru3(CO)12 as a catalyst gave corresponding vinylsilanes (1, 6-13) without formation of simple addition products.Hydrosilanes such as HSiMe3, HSiEt2Me, HSiPhMe2, and HSi(OEt)3 also yielded vinylsilanes.Alkenes having a hydrogen atom at the allylic position (1-hexene, allylbenzene, 3-phenoxyprop-1-ene, vinylcyclohexane, β-methylstyrene, α-methylstyrene, 2-hexene) formed mixtures of vinylsilanes and allylsilanes.The ratio of vinylsilane 16 to allylsilane 17 decreased with an increase in temperature and with time.Substituted styrenes with a hydrosilane in the presence of 1-hexene gave vinylsilanes 1 and 6-8 in good yields based on the styrenes along with n-hexane.
