Research on Chemical Intermediates

, Volume 11, Issue 2, pp 157–224 | Cite as

Contrapolarization, a new concept in organic reactivity

  • Tse-Lok Ho


Contrapolarization is reactivity umpolung on a transitory time scale. It is a rather general phenomenon of considerable significance in organic reactivity. Its existence was not pointed out earlier because there has been an ingrained belief that nucleophiles (donors) and electrophiles (acceptors) always play nothing other than their proper roles, The versatility of the more recently developed reagents based on phosphorus, sulfur, and selenium is due, in large part, to their capacity and ease to undergo contrapolanzing changes. Recognition of this capacity and thorough analysis of synthetic requirements may help design new reactions/reagents of even greater selectivity and applications.


Carbonyl Compound Amine Oxide Ring Expansion Sulfonyl Group Donor Character 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


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Copyright information

© Springer 1989

Authors and Affiliations

  • Tse-Lok Ho
    • 1
  1. 1.The NutraSweet Co.Mt. ProspectUSA

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