1352552-75-0Relevant academic research and scientific papers
Zinc/Indium Bimetallic Lewis Acid Relay Catalysis for Dehydrogenative Silylation/Hydrosilylation Reaction of Terminal Alkynes with Bis(hydrosilane)s
Tani, Tomohiro,Sohma, Yudai,Tsuchimoto, Teruhisa
, p. 4098 - 4108 (2020)
When mixed with two different Lewis acid catalysts of zinc and indium, terminal alkynes were found to react with bis(hydrosilane)s to selectively provide 1,1-disilylalkenes from among several possible products, by way of a sequential dehydrogenative silylation/intramolecular hydrosilylation reaction. Adding a pyridine base is crucial in this reaction; a switch as a catalyst of the zinc Lewis acid is turned on by forming a zinc?pyridine-base complex. A range of the 1,1-disilylalkenes can be obtained by a combination of aryl and aliphatic terminal alkynes plus aryl-, heteroaryl-, and naphthyl-tethered bis(hydrosilane)s. The 1,1-disilylalkene prepared here is available as a reagent for further transformations by utilizing its C?Si or C=C bond. The former includes Hiyama cross-coupling, bismuth-catalyzed ether formation, and iododesilylation; the latter includes double alkylation and epoxidation. Mechanistic studies clarified the role of the two Lewis acids: the zinc–pyridine-base complex catalyzes the dehydrogenative silylation as a first stage, and, following on this, the indium Lewis acid catalyzes the ring-closing hydrosilylation as a second stage, thus leading to the 1,1-disilylalkene. (Figure presented.).
Sp3-sp2 C-C bond formation via Bronsted acid trifluoromethanesulfonic acid-catalyzed direct coupling reaction of alcohols and alkenes
Yue, Hui-Lan,Wei, Wei,Li, Ming-Ming,Yang, Yong-Rong,Ji, Jian-Xin
supporting information; experimental part, p. 3139 - 3145 (2012/01/06)
A novel and efficient trifluoromethanesulfonic acid-catalyzed sp 3-sp2 Ci￡C bond formation reaction through the direct coupling of alcohols with alkenes has been realized under mild conditions. The present protocol provides an attractive approach to a diverse range of polysubstituted olefins in good to excellent yields with high stereo- and regioselectivities. Copyright
