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Journal Articles Journal of the American Chemical Society Year : 2021

Supramolecular Polymerization of Triarylamine-Based Macrocycles into Electroactive Nanotubes

Abstract

A S6-symmetric triarylamine-based macrocycle (i.e. hexaaza[16]para-cyclophane), decorated with six lateral amide functions, is synthesized by a convergent and modular strategy. This macrocycle is shown to undergo supramolecular polymerization in o-dichlorobenzene, and its nanotubular structure is elucidated by a combination of spectroscopy and microscopy techniques, together with X-ray scattering and molecular modelling. Upon sequential oxidation, a spectroelectrochemical analysis of the supramolecular polymer suggests an extended electronic delocalization of charge carriers both within the macrocycles (through bond) and between macrocycles along the stacking direction (through space).
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Dates and versions

hal-03418798 , version 1 (08-11-2021)

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Flavio Picini, Susanne Schneider, Odile Gavat, Andreas Vargas Jentzsch, Junjun Tan, et al.. Supramolecular Polymerization of Triarylamine-Based Macrocycles into Electroactive Nanotubes. Journal of the American Chemical Society, 2021, 143 (17), pp.6498-6504. ⟨10.1021/jacs.1c00623⟩. ⟨hal-03418798⟩
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