Issue 6, 2004

Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives

Abstract

The benzylic bromination of diquinoline derivative 1 proceeds in a regio- and stereo-selective manner to yield exo,exo-dibromide 2, whose subsequent hydrolysis to a diol product takes place with retention of configuration as demonstrated by the X-ray structure of 3·H2O. Related V-shaped diaryl systems behave in a similar manner, and the unusual stereochemistry of these reactions is discussed and explained.

Article information

Article type
Communication
Submitted
30 Jul 2004

Mendeleev Commun., 2004,14, 278-279

Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives

C. E. Marjo, R. L. Bishop, D. C. Craig and M. L. Scudder, Mendeleev Commun., 2004, 14, 278 DOI: 10.1070/MC2004v014n06ABEH002002

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