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 Shimamoto

  Department of Materials Science and Environmental Engineering, Tokyo University of Science, Yamaguchi

• Tomohiro Hirano

  Department of Materials Science and Environmental Engineering, Tokyo University of Science, Yamaguchi

• Hiroyuki Nishimoto

  Department of Materials Science and Environmental Engineering, Tokyo University of Science, Yamaguchi

• Keiji Yamamoto

  Department of Materials Science and Environmental Engineering, Tokyo University of Science, Yamaguchi

Abstract

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.

Journal

• Chemistry Letters

  Chemistry Letters 35 (8), 846-847, 2006-06-27

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360283694087587712
• NII Article ID: 10018187272
• NII Book ID: AA00603318
• DOI: 10.1246/cl.2006.846
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/35/8/846/55592227/cl.2006.846.pdf
• Data Source:
  • Crossref
  • CiNii Articles