3898-65-5Relevant academic research and scientific papers
Selective synthesis of triphenoxysilane by the reaction of metallic silicon with phenol using copper(I) chloride as the catalyst
Okamoto, Masaki,Watanabe, Naoto,Suzuki, Eiichi,Ono, Yoshio
, p. 51 - 55 (2007/10/03)
When copper(1) chloride was used as a catalyst in the reaction of silicon with phenol, a high selectivity for triphenoxysilane (HSi(OPh)3) (94%) was obtained, the other product being tetraphenoxysilane (Si(OPh)4). Addition of a small amount of propyl chloride to the feed for poisoning metallic copper enhanced the selectivity for HSi(OPh)3 without affecting the rate of silicon consumption. This result indicates that HSi(OPh)3 is an exclusive primary product and that Si(OPh)4 is formed by the secondary reaction between HSi(OPh)3 and phenol. The reaction mechanism involving surface silylene intermediate is proposed for the formation of HSi(OPh)3 as the sole primary product. The intermediacy of surface silylene was confirmed by adding ethylene in the silicon-phenol reaction to give rise to the trapped product ethyldiphenoxysilane, obtained in a 5.8% selectivity.
The β-Effect: Changing the Ligands on Silicon
Brook, Michael A.,Neuy, Axel
, p. 3609 - 3616 (2007/10/02)
The ability of a silyl group to stabilize a carbocation β to silicon, the β-effect, is directly related to the electron-withdrawing ability of the groups on silicon.This was shown by using the degree of syn addition of bromine to (E)-β-silylstyrenes as a
