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Article
Syntheses and Structure of 8-, 7-, and 6-Membered Silacycloallenes
Journal of the American Chemical Society
  • Yi Pang, Iowa State University
  • Scott Allen Petrich, Iowa State University
  • Victor G. Young, Jr., Iowa State University
  • Mark S. Gordon, Iowa State University
  • Thomas J. Barton, Iowa State University
Document Type
Article
Disciplines
Publication Version
Published Version
Publication Date
3-1-1993
DOI
10.1021/ja00059a073
Abstract

Decreasing the ring size of a cyclic allene to rings of fewer than 10 carbons results in deviation of both the normal C=C=C linearity and the orthogonality of the dihedral angle.' To date, the smallest isolable cycloallene is 1-tert-butyl-1,2-cyclooctadiene,2 and the smallest for which structural information is available is the phenylurethane derivative of cyclonona-2,3-dien-1-oJ,l which is bent to 168° and twisted to a dihedral angle of 79.8°. Encouraged by our recent success in the synthesis and structure determination of a tetrasilacyclohexyne,4 we have pursued the syntheses of strained silacycloallenes and report herein the first examples of isolable 6- and ?-membered rings containing 1,2-diene units.

Comments

Reprinted (adapted) with permission from Journal of the American Chemical Society 115 (1993): 2534, doi:10.1021/ja00059a073. Copyright 1993 American Chemical Society.

Copyright Owner
American Chemical Society
Language
en
File Format
application/pdf
Citation Information
Yi Pang, Scott Allen Petrich, Victor G. Young, Mark S. Gordon, et al.. "Syntheses and Structure of 8-, 7-, and 6-Membered Silacycloallenes" Journal of the American Chemical Society Vol. 115 Iss. 6 (1993) p. 2534 - 2536
Available at: http://works.bepress.com/mark_gordon/140/