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Synthesis of functionalized cavity structures via 1,3-dipolar cycloaddition of angle-shaped alkenes to curved norbornene-framed dipoles
Chemistry & Physics Faculty Publications
  • Ronald N. Warrener, CQUniversity Australia
  • Davor Margetic, CQUniversity Australia
  • Ananda S. Amarasekara, CQUniversity Australia
  • Richard A. Russell, Deakin University
Document Type
Article
Publication Date
7-29-1999
Abstract

(Equation Presented) A new approach to the synthesis of cavity molecules is described in which the 1,3-dipolar ACE coupling method is used to join curved-frame spacer molecules with obtuse-angled alkenes. The curved-frame spacers are comprised of fused norbornenes in which each alternative bridge has the 7-methylene replaced by oxygen. Molecular modeling (AM1) has been used to evaluate the geometry of a selection of bis-crown ether systems, the largest of which has nine norbornane units in the frame, a separation of 20.7 Å and the walls of the cavity having an interplanar angle of 36°.

Citation Information
Ronald N. Warrener, Davor Margetic, Ananda S. Amarasekara and Richard A. Russell. "Synthesis of functionalized cavity structures via 1,3-dipolar cycloaddition of angle-shaped alkenes to curved norbornene-framed dipoles" (1999)
Available at: http://works.bepress.com/httpswwwpvamuedubcasdepartmentschemistryfaculty-and-staffasamarasekara/95/