85312-59-0Relevant articles and documents
The Hiyama Cross-Coupling Reaction at Parts Per Million Levels of Pd: In Situ Formation of Highly Active Spirosilicates in Glycol Solvents
Ichii, Shun,Hamasaka, Go,Uozumi, Yasuhiro
, p. 3850 - 3854 (2019/11/11)
A palladium NNC-pincer complex at a 5 mol ppm loading efficiently catalyzed the Hiyama coupling reaction of aryl bromides with aryl(trialkoxy)silanes in propylene glycol to give the corresponding biaryls in excellent yields. This method was applied to the syntheses of adapalene and a biaryl-type liquid-crystalline compound, as well as to the derivatization of dextromethorphan and norfloxacin. ESI-MS and NMR analyses of the reaction mixture suggested the formation of pentacoordinate spirosilicate intermediates in situ. Preliminary theoretical studies revealed that the glycol-derived silicate intermediates formed in situ are quite reactive silicon reagents in the transmetalation step.
NaOH-Promoted cross-coupling reactions of organosilicon compounds with organic halides: Practical routes to biaryls, alkenylarenes and conjugated dienes
Hagiwara, Emiko,Gouda, Ken-Ichi,Hatanaka, Yasuo,Hiyama, Tamejiro
, p. 439 - 442 (2007/10/03)
The use of NaOH has been found to extremely effective in promoting the palladium-catalyzed cross-coupling reactions of aryl and alkenylchlorosilanes with organic halides such as aryl bromides and chlorides under very mild conditions.
Cross-coupling reactions of aryl chlorides with organochlorosilanes: Highly effective methods for arylation or alkenylation of aryl chlorides
Gouda, Ken-Ichi,Hagiwara, Emiko,Hatanaka, Yasuo,Hiyama, Tamejiro
, p. 7232 - 7233 (2007/10/03)
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