Journal of Physical Organic Chemistry
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Orbital hybridization: a key electronic factor in control of structure and reactivity†

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  • †This article is published in Journal of Physical Organic Chemistry as a special issue on the International Symposium on Reactive Intermediates and Unusual Molecules 2014 on Physical Organic Chemistry by Robert Moss (Rutgers University USA) and Anna Gudmundsdottir (University of Cinncinnati, USA).

Abstract

This review outlines fundamental factors responsible for hybridization trends in organic and main group compounds. Hybridization is a classic chemical concept that transcends textbook organic chemistry. Hybridization effects are omnipresent, and their understanding is essential for the unraveling of many structural and reactivity puzzles. Even when they are masked by a stronger effect (e.g., allylic delocalization), they still lurk below the surface. Overriding such effects comes with a penalty, whereas incorporation into reaction design provides an efficient tool for the control of reactivity. Copyright © 2014 John Wiley & Sons, Ltd.

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Article Information

DOI

10.1002/poc.3382

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Copyright © 2014 John Wiley & Sons, Ltd.

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Keywords

  • Bent's rule;
  • conjugation/hyperconjugation;
  • hybridization;
  • reactivity/structure;
  • rehybridization

Publication History

  • Issue online:
  • Version of record online:
  • Manuscript Accepted:
  • Manuscript Revised:
  • Manuscript Received:

Funded by

  • Natural Science Foundation. Grant Number: CHE-1152491

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poc3382-sup-0001-documentS1.docxWord 2007 document, 24KSupporting info item

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