Chapter 19. Calixarenes

  1. Zvi Rappoport
  1. Volker Böhmer

Published Online: 7 OCT 2003

DOI: 10.1002/0470857277.ch19

Phenols

Phenols

How to Cite

Böhmer, V. (2003) Calixarenes, in Phenols (ed Z. Rappoport), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470857277.ch19

Editor Information

  1. The Hebrew University, Jerusalem, Israel

Author Information

  1. Johannes Gutenberg-Universität, Fachbereich Chemie und Pharmazie, Abteilung Lehramt Chemie, Duesbergweg 10–14, D-55099 Mainz, Germany. Fax: +49 6131 3925419

Publication History

  1. Published Online: 7 OCT 2003
  2. Published Print: 22 JUL 2003

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: 9780471497370

Online ISBN: 9780470857274

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Summary

This chapter contains sections titled:

  • Introduction and Definitions

  • Syntheses of Calixarenes

    • One-pot Procedures

      • Standard Compounds (Calixphenols)

      • Modification of the Phenolic Compound

      • Larger Calixarenes

    • Stepwise Syntheses

    • Fragment Condensations

    • Calixarene-like Macrocycles with Other Bridges

      • Homocalixarenes

      • Homooxa- and Homoazacalixarenes

      • Thiacalixarenes

    • Syntheses of Resorcarenes (Calixresorcinols)

  • Conformational Properties

    • Calixphenols

    • Calix[4]resorcinols

  • Reactions of the Hydroxy Groups in Calixphenols

    • Complete Conversions

    • Conformational Isomers

    • Partial Conversions

      • Monoethers and -esters

      • Di- and Triethers and -esters of Calix[4]arenes

      • Partial Ethers (or Esters) of Larger Calixarenes

    • Reactions with Di- and Multifunctional Reagents

      • Calix[4]arenes

      • Calix[5]arenes194

      • Calix[6]arenes196

      • Calix[8]arenes101

    • Replacement of the Hydroxy Groups

  • Modification of Calixphenols on the Wide Rim

    • Complete Substitution

    • Selectivity Transfer from the Narrow to the Wide Rim

    • Modification of Substituents

  • Further Reactions of Calixphenols

    • Rearrangements

    • Modification of the Methylene Bridges

    • Oxidation of the Aromatic Systems

      • Calixquinones

      • Spirodienones

    • Reduction of the Aromatic Systems299

    • Metallation of the π-electron System

    • Special Reactions with Thiacalixarenes

  • Chemical Modification of Calixresorcinols

    • Reactions of the Hydroxy Groups

    • Electrophilic Substitutions

    • Reactions of the Substituents at the Bridges

    • Cavitands

  • Molecules Consisting of Several Calixarene Structures

    • Double Calixarenes

    • Carcerands

    • Further Combinations

    • Multicalixarenes

  • Conclusions and Outlook

  • Acknowledgement

  • References and Notes