Synthesis 2017; 49(20): 4599-4605
DOI: 10.1055/s-0036-1590911
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© Georg Thieme Verlag Stuttgart · New York

Synthesis of π-Extended Siloles Using Intramolecular Chain Hydrosilylation

Hidekazu Arii
a  Faculty of Education, University of Miyazaki, 1-1 Gakuen Kibanadai Nishi, Miyazaki, 889-2192 Miyazaki, Japan
b  Department of Chemistry, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, 171-8588, Tokyo, Japan
,
Kenichi Nakabayashi
a  Faculty of Education, University of Miyazaki, 1-1 Gakuen Kibanadai Nishi, Miyazaki, 889-2192 Miyazaki, Japan
,
Kunio Mochida
b  Department of Chemistry, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, 171-8588, Tokyo, Japan
,
Takayuki Kawashima*
c  Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515 Gunma, Japan   Email: Kawashima.t@gunma-u.ac.jp
› Author Affiliations
This work was financially supported by a Grant-in-Aid for Scientific Research (No. 26410035, T.K.) from the Ministry of Education, ­Culture, Sports, Science and Technology, Japan.
Further Information

Publication History

Received: 24 August 2017

Accepted after revision: 25 August 2017

Publication Date:
25 September 2017 (online)

This paper is dedicated to Professor Marian Mikolajczyk on the occasion of his 80th birthday.

Abstract

Intramolecular chain hydrosilylation afforded benzo- and naphtho-fused siloles in 20–81% yields from the corresponding hydrosilanes in the presence of a small amount of trityl tetrakis(pentafluorophenyl)borate as an initiator. This hydrosilylation can be applied for the synthesis of disiloles such as 1,5-disila-1,5-dihydro-s-indacene and naphthodisiloles.

Supporting Information

 
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