Kamio Shintaro, Nakamoto Masaaki, Yamagishi Takehiro, Oestreich Martin, Yoshida Hiroto
Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8526, Japan.
Department of Pharmacy, Faculty of Pharmaceutical Sciences, Hokkaido University of Science, Sapporo 006-8585, Japan.
Chem Commun (Camb). 2024 Jun 18;60(50):6379-6382. doi: 10.1039/d4cc01005a.
Silylation of aryl and alkenyl triflates is found to occur readily with silylboronic esters as a silicon source under copper catalysis. The silyl moieties are exclusively installed into the organic frameworks through the preferential generation of a silylcopper species, wherein base-mediated direct borylation is totally suppressed. The combined use of tri--butylphosphine and 4,4'-diphenyl-2,2'-bipyridine as a ligand combination turned out to be indispensable for achieving the high catalytic activity.
研究发现,在铜催化下,芳基和烯基三氟甲磺酸酯与硅硼酯作为硅源能很容易地发生硅烷化反应。硅基部分通过优先生成硅铜物种而专门引入有机骨架中,其中碱介导的直接硼化反应完全受到抑制。结果表明,三丁基膦和4,4'-二苯基-2,2'-联吡啶作为配体组合共同使用对于实现高催化活性是必不可少的。