Columnar liquid crystals based on antiaromatic expanded porphyrins

Duong D. Nguyen; Jorge Labella; Juan Laforga-Martín; César L. Folcia; Josu Ortega; Tomás Torres; Teresa Sierra; Jonathan L. Sessler

doi:10.1039/D3CC05414D

Columnar liquid crystals based on antiaromatic expanded porphyrins†

Duong D. Nguyen,^a Jorge Labella,

*^b Juan Laforga-Martín,^b César L. Folcia,

^c Josu Ortega,

^c Tomás Torres,

*^bde Teresa Sierra

*^f and Jonathan L. Sessler

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, The University of Texas at Austin, 105 E 24th Street, Austin, TX, USA
E-mail: sessler@cm.utexas.edu

^b Department of Organic Chemistry, Universidad Autónoma de Madrid, Campus de Cantoblanco, C/Francisco Tomás y Valiente 7, Madrid 28049, Spain
E-mail: jorge.labella@uam.es, tomas.torres@uam.es

^c Department of Physics, Faculty of Science and Technology, UPV/EHU, Bilbao, Spain

^d Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, Madrid 28049, Spain

^e IMDEA-Nanociencia, Campus de Cantoblanco, Madrid 28049, Spain

^f Instituto de Nanociencia y Materiales de Aragón (INMA), Departamento de Química Orgánica, Facultad de Ciencias, CSIC-Universidad de Zaragoza, Zaragoza 50009, Spain

Abstract

Three naphthorosarins, antiaromatic expanded porphyrins bearing different meso substituents (NRos 1–3), designed to self-assemble into columnar liquid crystalline (LC) structures, were synthesized and characterized using polarized optical microscopy (POM), differential scanning calorimetry (DSC), X-ray diffraction (XRD), as well as supporting computational calculations. The substituents were found to play a crucial role in modulating the LC behaviour.

This article is part of the themed collection: ChemComm 60th Anniversary Board Member Collection

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DOI: https://doi.org/10.1039/D3CC05414D
Article type: Communication
Submitted: 03 Nov 2023
Accepted: 19 Feb 2024
First published: 04 Mar 2024
This article is Open Access

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Chem. Commun., 2024,60, 3401-3404

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Columnar liquid crystals based on antiaromatic expanded porphyrins

D. D. Nguyen, J. Labella, J. Laforga-Martín, C. L. Folcia, J. Ortega, T. Torres, T. Sierra and J. L. Sessler, Chem. Commun., 2024, 60, 3401 DOI: 10.1039/D3CC05414D

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Chemical Communications

Columnar liquid crystals based on antiaromatic expanded porphyrins†

Abstract

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Columnar liquid crystals based on antiaromatic expanded porphyrins

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