Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies - Sorbonne Université
Journal Articles Chemical Communications Year : 2019

Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies

Abstract

Benzene-1,3,5-tricarboxamide monomers derived from alkyl esters of tryptophan (BTA Trp) self-assemble into helices with an inner threefold hydrogen bond network surrounded by a second network involving the indole N–H groups. As a consequence of this extra stabilization of its helical assemblies, BTA Trp forms more viscous solutions than a range of ester and alkyl BTAs.
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Dates and versions

hal-02304426 , version 1 (03-10-2019)

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Gaëtan Basuyaux, Alaric Desmarchelier, Geoffrey Gontard, Nicolas Vanthuyne, Jamal Moussa, et al.. Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies. Chemical Communications, 2019, 55 (59), pp.8548-8551. ⟨10.1039/C9CC03906F⟩. ⟨hal-02304426⟩
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