Palladium-Catalyzed Synthesis of Benzophenanthrosilines by C-H/C-H Coupling through 1,4-Palladium Migration/Alkene Stereoisomerization.
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Palladium-Catalyzed Synthesis of Benzophenanthrosilines by C-H/C-H Coupling through 1,4-Palladium Migration/Alkene Stereoisomerization.

Tsuda, Tomohiro;Kawakami, Yuka;Choi, Seung-Min;Shintani, Ryo;
angewandte chemie (international ed in english) 2020
212
tsuda2020palladiumcatalyzedangewandte

Abstract

A new and efficient synthesis of 8 H -benzo[ e ]phenanthro[1,10- bc ]silines from 2-((2-(arylethynyl)aryl)silyl)aryl triflates has been developed under palladium catalysis. The reaction mechanism has been experimentally investigated and a catalytic cycle involving a C-H/C-H coupling through a new mode of 1,4-palladium migration with concomitant alkene stereoisomerization has been proposed.

Keywords

silicon palladium 1,4-migration c-h coupling π-conjugated compounds

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DOI:
10.1002/anie.202000217

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ID: 89090
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