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Synthesis and structural characterization of N,N',N'',N'''-tetrasubstituted cyclams

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Chemistry of Heterocyclic Compounds Aims and scope

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 atmospheric pressure to give (HOOC)4Cyclam, which displays four carbamic acid moieties. This reaction is reversible, and in aqueous solution a decarboxylation process takes place with formation of cyclam and release of CO2.

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The authors acknowledge Fundação para a Ciência e a Tecnologia, Portugal for funding this research work (UID/QUI/00100/2019).

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Authors and Affiliations

  1. Centro de Química Estrutural, Associação do Instituto Superior Técnico para a Investigação e Desenvolvimento, 1 Rovisco Pais Ave., 1049-003, Lisbon, Portugal

    Luis G. Alves

  2. Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, 1 Rovisco Pais Ave., 1049-001, Lisbon, Portugal

    Rui F. Munhá & Ana M. Martins

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  1. Luis G. Alves
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  2. Rui F. Munhá
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Correspondence to Luis G. Alves.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(7/8), 871–874

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Alves, L.G., Munhá, R.F. & Martins, A.M. Synthesis and structural characterization of N,N',N'',N'''-tetrasubstituted cyclams. Chem Heterocycl Comp 57, 871–874 (2021). https://doi.org/10.1007/s10593-021-02994-4

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  • DOI: https://doi.org/10.1007/s10593-021-02994-4

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