Synthesis of Thiophene-Fused Siloles through Rhodium-Catalyzed Trans-Bis-Silylation

Author:

Naka Akinobu1ORCID,Inoue Maho1,Kawabe Haruna1,Kobayashi Hisayoshi2

Affiliation:

1. Department of Life Science, Kurashiki University of Science and the Arts, Nishinoura, Tsurajima-cho, Kurashiki, Okayama 712-8505, Japan

2. Kyoto Institute of Technology, Matsugasaki, Kyoto 606-8585, Japan

Abstract

Rhodium-catalyzed reactions of 3-ethynyl-2-pentamethyldisilanylthiophene derivatives (1a–1c) have been reported. At 110 °C, compounds 1a–1c reacted in the presence of a rhodium complex catalyst, yielding thiophene-fused siloles (2a–2c) through intramolecular trans-bis-silylation. To understand the production of 2a from 1a, the mechanism was investigated using density functional theory (DFT) calculations.

Funder

WESCO Science Promotion Foundation

Publisher

MDPI AG

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