Synthesis of Oxacalixarenes Incorporating Nitrogen Heterocycles:  Evidence for Thermodynamic Control

Jeffrey L. Katz,* Bram J. Geller, and Rebecca R. Conry
Department of Chemistry, Colby College, 5754 Mayflower Hill, Waterville, Maine 04901
Org. Lett., 2006, 8 (13), pp 2755–2758
DOI: 10.1021/ol060823e
Publication Date (Web): May 26, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, jlkatz@colby.edu

Abstract

Abstract Image

Oxacalix[2]arene[2]hetarenes are formed in a single step by cyclooligomerization of meta-diphenols with meta-dichlorinated azaheterocycles. The high selectivity for cyclic tetramer formation results from thermodynamic product control. Macrocycles as large as oxacalix[5]arene[5]hetarenes have been isolated under nonequilibrating conditions.

View: Full Text HTML | Hi-Res PDF

Tools

History

  • Published In Issue June 22, 2006
  • Received April 5, 2006

Recommend & Share

Related Content

Other ACS content by these authors: