Chapter 5. The Chemistry of Ionized, Protonated and Cationated Amines in the Gas Phase

  1. Saul Patai
  1. Richard D. Bowen

Published Online: 4 APR 2003

DOI: 10.1002/047085720X.ch5

Amino, Nitroso, Nitro and Related Groups

Amino, Nitroso, Nitro and Related Groups

How to Cite

Bowen, R. D. (1996) The Chemistry of Ionized, Protonated and Cationated Amines in the Gas Phase, in Amino, Nitroso, Nitro and Related Groups (ed S. Patai), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/047085720X.ch5

Editor Information

  1. The Hebrew University, Jerusalem, Israel

Author Information

  1. Chemistry and Chemical Technology, University of Bradford, Bradford, West Yorkshire BD7 1DP, England, UK. Fax: 44 (0)1274 385350

Publication History

  1. Published Online: 4 APR 2003
  2. Published Print: 15 SEP 1996

Book Series:

  1. PATAI'S Chemistry of Functional Groups

Book Series Editors:

  1. Zvi Rappoport

Series Editor Information

  1. The Hebrew University, Jerusalem, Israel

ISBN Information

Print ISBN: 9780471951711

Online ISBN: 9780470857205

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Summary

This chapter contains sections titled:

  • Abbreviations

  • Introduction

  • Ionized Amines and Isomeric Structures

    • Alkylamines

      • Conventional Ionized Amine Structures

      • Distonic Ions (DIs)

    • Reactions of Ionized Alkylamines

      • Overview and Comparison with Ionized Alcohols and Ethers

      • Fragmentation of Unrearranged Ionized Alkylamines

        • α-cleavage

        • Alkane Elimination

      • Fragmentation of Rearranged Ionized Alkylamines

        • Pseudo-α-cleavage

        • Alkene or Alkenyl Radical Elimination

        • Other Reactions

      • Reactions of Immonium Ions Derived from Ionized Alkylamines

    • Reactions of Ionized Unsaturated and Cyclic Amines

    • Reactions of Ionized Arylamines

  • Protonated and Alkyl Cationated Amines

    • Formation and Properties of Protonated and Alkyl Cationated Amines

    • Reactions of Protonated Amines

    • Reactions of Tetraalkylammonium Ions

    • Comparison of the Reactions of Protonated Amines and Tetraalkylammonium Ions

  • Conclusions

  • Acknowledgements

  • References