Completely Regioselective, Highly Stereoselective Syntheses of cis-Bisfullerene[60] Adducts of 6,13-Disubstituted Pentacenes

Glen P. Miller* and James Mack
Department of Chemistry, University of New Hampshire, Durham, New Hampshire 03824-3598
Org. Lett., 2000, 2 (25), pp 3979–3982
DOI: 10.1021/ol0064718
Publication Date (Web): November 15, 2000
Copyright © 2000 American Chemical Society

Abstract

Abstract Image

cis-Bisfullerene[60] adducts of 6,13-disubstituted pentacenes (R = Ph, 4‘-hydroxymethylphenyl) are synthesized in 75% to 85% isolated yields under kinetically controlled Diels−Alder conditions. The cycloadditions are completely regioselective and highly stereoselective, with only traces of the diastereomeric trans-bisfullerene[60] adducts forming.

Tools

SciFinder Links

SciFinder subscribers:  Click to sign in | Not a SciFinder subscriber? Learn more at www.cas.org

Explore by:


History

  • Published In Issue December 14, 2000
  • Received August 16, 2000

Recommend & Share

Related Content

Other ACS content by these authors: