SYNTHESIS AND STRUCTURAL CHARACTERIZATIONOF <i>N</i>,<i>N</i>',<i>N</i>'',<i>N</i>'''-TETRASUBSTITUTED CYCLAMS

Authors

  • Luis G. Alves Centro de Química Estrutural, Associação do Instituto Superior Técnico para a Investigação e Desenvolvimento, 1 Rovisco Pais Ave., Lisbon 1049-003
  • Rui F. Munhá Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, 1 Rovisco Pais Ave., Lisbon 1049-001
  • Ana M. Martins Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, 1 Rovisco Pais Ave., Lisbon 1049-001

DOI:

https://doi.org/10.1007/6116

Keywords:

CO2, cyclam, heterocycles, tetraazamacrocycles, N-functionalization

Abstract

Tetrasubstituted cyclams of formulae (3,5-Me2C6H3CH2)4Cyclam and (4-MeC6H4SO2)4Cyclam were synthesized by reaction of cyclam with 4 equivalents of 3,5-dimethylbenzyl bromide and p-toluenesulfonyl chloride, respectively. Cyclam reacted with CO2 at atmosphericpressure to give (HOOC)4Cyclam, which displays four carbamic acid moieties. This reaction is reversible, and in aqueous solution adecarboxylation process takes place with formation of cyclam and release of CO2.

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Published

2021-08-26

Issue

Vol. 57 No. 7/8 (2021)

Section

Short Communications