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Updated: May 8, 2026

Synthesis of 1,2-Azaborines and the Preparation of Their Protein Complexes with T4 Lysozyme Mutants
Published on: March 25, 2017
[1₄]Heterophane prototypes containing azolium and/or azole anion-binding motifs
Neus Mesquida1, Immaculada Dinarès, Anna Ibáñez
1Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, Avda. Joan XXIII s/n, 08028 Barcelona, Spain. neusmesquida@ub.edu
Abstract:
Revisiting a '3 + 1' convergent stepwise strategy permitted the synthesis of [1₄]imidazoliophane 2·2Br in excellent yield for a macrocyclization. The new [1₄]triazoliophane 3 and bis(1,2,3-triazolium) counterpart 4·2Cl were less synthetically accessible and the hybrid derivative 5·Cl proved troublesome to prepare. Triazolophane 3 was devoid of anion-binding affinities, while charged [1₄]heterophane prototypes showed a particular preference for acetate. When association constants were compared, dicationic systems 2·2PF6 and 4·2PF6 showed greater values than monocationic macrocycle 5·PF6, and the highest affinities corresponded to the bis(imidazolium) receptor 2·2PF6.
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