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ONLINEISSN:1348-0715
PRINTISSN:0366-7022
Chemistry Letters
Vol. 35 (2006) , No. 8 p.846
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Cationic Palladium Complex-catalyzed Cyclization–Hydrosilylation of 1-Alkene-6,11-diyne Derivatives: Facile Cyclization at the Enyne Part than at the Diyne Counterpart
Takamitsu Shimamoto1), Tomohiro Hirano1), Hiroyuki Nishimoto1) and Keiji Yamamoto1)
1) Department of Materials Science and Environmental Engineering, Tokyo University of Science, Yamaguchi
(Received May 19, 2006)

A palladium complex, [(η3-C3H5)Pd(cod)]+[PF6] (C), catalyzes hydrosilylation of 1-dodecene-6,11-diyne (5) or 1-tridecene-6,11-diyne (7), and of their 9-oxo congeners (9 or 11), with HSiCl3 to form regioisomeric cyclization products (6, 8, 10, and 12, respectively), which arise between the diyne part (path a) to form A series or between the enyne counterpart (path b) to form B series. The formation of product B is markedly favored with 1-tridecene-6,11-diyne derivatives as compared with 1-dodecene-6,11-diyne ones that possess a terminal alkyne.

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doi:10.1246/cl.2006.846
JOI  JST.JSTAGE/cl/2006.846
Copyright (c) 2006 The Chemical Society of Japan



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