Skip to main content

Research Repository

Advanced Search

Exerting control of self-assembly pathways via morphological switching and patterning in amino-acid-based benzene-1,3,5-tricarboxamide conjugates

Savyasachi, Aramballi J.; Kotova, Oxana; Luis, Ena T.; Lynes, Amy D.; Mills, Shaun; Bright, Sandra A.; McManus, Gavin J.; Möbius, Matthias E.; Williams, D. Clive; Pal, Robert; Boland, John J.; Gunnlaugsson, Thorfinnur

Exerting control of self-assembly pathways via morphological switching and patterning in amino-acid-based benzene-1,3,5-tricarboxamide conjugates Thumbnail


Authors

Aramballi J. Savyasachi

Oxana Kotova

Ena T. Luis

Amy D. Lynes

Shaun Mills

Sandra A. Bright

Gavin J. McManus

Matthias E. Möbius

D. Clive Williams

John J. Boland

Thorfinnur Gunnlaugsson



Abstract

Small structural changes to benzene-1,3,5-tricarboxamide (BTA) dictate its self-assembly behavior and morphological outcome. Functionalization with an α-amino acid close to the BTA core, which also possesses a terminal terpyridine (tpy) unit, led to a robust gel in the case of glycine, whereas monodisperse, solid microspheres formed in the case of alanine, phenylalanine, and leucine. The self-assembly pathways of the chiral and achiral BTAs are orthogonal and both microspheres and gel fibers independently assemble in the same medium. Further hierarchical self-assembly results upon addition of lanthanide ions (i.e., Eu(III) and Tb(III) that emit at long wavelengths with long excited-state lifetimes) that crosslink the microspheres through coordination, whereas coordination within the gel led to a change in morphology toward microspheres, as well as the formation of hierarchical superstructures. The chirality of the BTA influences helicity of the assembly and the resulting enantiomeric conformation around the lanthanides, evidenced by circularly polarized luminescence.

Citation

Savyasachi, A. J., Kotova, O., Luis, E. T., Lynes, A. D., Mills, S., Bright, S. A., McManus, G. J., Möbius, M. E., Williams, D. C., Pal, R., Boland, J. J., & Gunnlaugsson, T. (2025). Exerting control of self-assembly pathways via morphological switching and patterning in amino-acid-based benzene-1,3,5-tricarboxamide conjugates. Chem, 11(2), Article 102321. https://doi.org/10.1016/j.chempr.2024.09.020

Journal Article Type Article
Acceptance Date Sep 19, 2024
Online Publication Date Oct 16, 2024
Publication Date Feb 13, 2025
Deposit Date Nov 25, 2024
Publicly Available Date Nov 25, 2024
Journal Chem
Print ISSN 2451-9308
Electronic ISSN 2451-9294
Publisher Cell Press
Peer Reviewed Peer Reviewed
Volume 11
Issue 2
Article Number 102321
DOI https://doi.org/10.1016/j.chempr.2024.09.020
Public URL https://durham-repository.worktribe.com/output/3105886

Files






You might also like



Downloadable Citations