12. Cycloproparenes

  1. Zvi Rappoport Professor
  1. Brian Halton

Published Online: 6 JUL 2004

DOI: 10.1002/0470023481.ch12

Cyclopropyl Group, Volume 2

Cyclopropyl Group, Volume 2

How to Cite

Halton, B. (1995) Cycloproparenes, in Cyclopropyl Group, Volume 2 (ed Z. Rappoport), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470023481.ch12

Editor Information

  1. The Hebrew University, Jerusalem, Israel

Author Information

  1. Department of Chemistry, Victoria University of Wellington, PO Box 600, Wellington, New Zealand

Publication History

  1. Published Online: 6 JUL 2004
  2. Published Print: 15 DEC 1995

Book Series:

  1. PATAI'S Chemistry of Functional Groups

Book Series Editors:

  1. Saul Patai and
  2. Zvi Rappoport

ISBN Information

Print ISBN: 9780471940746

Online ISBN: 9780470023488

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Summary

This chapter contains sections titled:

  • Introduction

  • Synthesis of Cycloproparenes

    • Historical Methods

    • By Ring Contraction

      • Of 3H-indazoles

      • Of Spiro-3H-pyrazoles

    • By Ring Closure

    • By Flash Vacuum Pyrolysis

    • By Aromatization

      • Of 7,7-dihalobicyclo[4.1.0]heptenes

      • Of 1,6-dihalobicyclo[4.1.0]heptenes

      • Of 1-halo and Other 1,6-disubstituted Bicyclo[4.1.0]heptenes

      • Of Oxygen-bridged 1,6-dihalobicyclo[4.1.0]heptenes

    • Oxocycloproparenes (Benzocyclopropenones)

    • Alkylidenecycloproparenes

  • Physical and Theoretical Aspects of Cycloproparenes

  • Cycloproparenyl Cations, Anions and Radicals

    • Cycloproparenyl Cations

    • Cycloproparenyl Anions

    • Cycloproparenyl Radicals

  • Reactions of Cycloproparenes

    • Reactions That Proceed without Ring Cleavage

      • with Electrophiles and Nucleophiles

      • with Radicals

      • In Cycloadditions

      • Upon Metal Complexation

    • Reactions That Proceed with Ring Cleavage

      • with Electrophiles

      • with Radicals

      • In Cycloadditions

      • with Organometallic Reagents

      • Upon Thermolysis and Photolysis

  • Oxo- and Alkylidenecycloproparene Chemistry

    • Physical and Theoretical Aspects

    • Chemical Reactivity

      • with Electrophiles and Nucleophiles

      • Upon Oxidation

      • In Cycloadditions

      • with Organometallic Reagents

      • Upon Thermolysis and Photolysis

  • Acknowledgements

  • References