Chapter 10. Electronic Effects of the Sulfinyl and Sulfonyl Groups

  1. Professor Saul Patai2,
  2. Zvi Rappoport2 and
  3. Charles Stirling3
  1. John Shorter

Published Online: 3 JUL 2006

DOI: 10.1002/0470034386.ch10

Sulphones and Sulphoxides (1988)

Sulphones and Sulphoxides (1988)

How to Cite

Shorter, J. (1988) Electronic Effects of the Sulfinyl and Sulfonyl Groups, in Sulphones and Sulphoxides (1988) (eds S. Patai, Z. Rappoport and C. Stirling), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470034386.ch10

Editor Information

  1. 2

    The Hebrew University, Jerusalem, Israel

  2. 3

    University College, Bangor, USA

Author Information

  1. Department of Chemistry, The University, Hull, HU6 7RX, UK

Publication History

  1. Published Online: 3 JUL 2006
  2. Published Print: 30 APR 1988

Book Series:

  1. PATAI'S Chemistry of Functional Groups

Book Series Editors:

  1. Professor Saul Patai

Series Editor Information

  1. The Hebrew University, Jerusalem, Israel

ISBN Information

Print ISBN: 9780471915881

Online ISBN: 9780470034385



  • sulfinyl and sulfonyl group electronic effect;
  • sulfur–oxygen covalent single bond;
  • 3d orbital bonding role;
  • nucleophilic aliphatic substitution;
  • Hammett equation;
  • aromatic system substituent effect;
  • sulfinyl and sulfonyl group ortho-effect;
  • aliphatic and alicyclic substituent effects;
  • carbonic centre stabilization


This chapter contains sections titled:

  • Introduction

  • The Hammett Equation

  • Substituent Effects in Aromatic Systems

  • Substituent Effects in Aliphatic and Alicyclic Systems

  • Stabilization of Carbanionic Centers by Sulfinyl and Sulfonyl Groups

  • Miscellaneous Topics

  • References