Synfacts 2011(1): 0031-0031  
DOI: 10.1055/s-0030-1259152
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

A Versatile Synthetic Method for Silaindenes

Contributor(s): Timothy M. Swager, Youhei Takeda
T. Matsuda*, Y. Yamaguchi, N. Ishida, M. Murakami*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
21 December 2010 (online)

Significance

Silacyclopentadienes constitute a class of promising organic materials for optoelectronic applications, such as organic light-emitting diodes (OLEDs). For rapid screening of optimal properties, the development of efficient and divergent synthetic methodologies for silacyclopentadiene derivatives is required. Herein, a versatile synthetic method for 2-substituted 1-sila­indenes is communicated. Ruthenium-catalyzed trans-selective hydrosilylation of alkynes using dimethyl(2-vinylphenyl)silane, which is readily prepared from 2-bromostyrene, gives branch-type adducts exclusively. Following ring-closing meta­thesis (RCM) using Grubbs II catalyst provides a wide variety of 2-substituted 1-silaindenes.