Palladium(0)-catalyzed C(sp 3 )-Si bond formation via formal carbene insertion into a Si-H bond

Pd(0)-Catalyzed formal carbene insertion into Si-H bonds has been achieved as an efficient method for C(sp3)-Si bond formation. The reaction, which uses readily available N-tosylhydrazones as the diazo precursors, is highly efficient and shows a wide substrate scope. Rh(ii) and Cu(i) salts, which ar...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018-10, Vol.54 (81), p.11419-11422
Hauptverfasser: Liu, Zhenxing, Huo, Jingfeng, Fu, Tianren, Tan, Haocheng, Ye, Fei, Hossain, Mohammad Lokman, Wang, Jianbo
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Sprache:eng
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Zusammenfassung:Pd(0)-Catalyzed formal carbene insertion into Si-H bonds has been achieved as an efficient method for C(sp3)-Si bond formation. The reaction, which uses readily available N-tosylhydrazones as the diazo precursors, is highly efficient and shows a wide substrate scope. Rh(ii) and Cu(i) salts, which are the widely used catalysts for carbene insertion reactions, have been proved to be ineffective for the current reaction. A Pd(ii) carbene migratory insertion/reductive elimination mechanism is proposed.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc06768f