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CC BY-NC-ND 4.0 · Organic Materials 2020; 02(01): 041-046
DOI: 10.1055/s-0040-1705124
DOI: 10.1055/s-0040-1705124
Focus Issue: Structure to Function in Supramolecular Polymers and Materials
Short Communication
Unconventional Chiral Amplification in Luminescent Supramolecular Polymers Based on Trisbiphenylamine-tricarboxamides
Funding Information Financial support by the MINECO of Spain (CTQ2017-82706-P) and Comunidad de Madrid (P2018/NMT-4389) is acknowledged.Further Information
Publication History
Received: 17 December 2019
Accepted after revision: 29 January 2020
Publication Date:
30 March 2020 (online)
Abstract
We describe the synthesis of two propeller-shaped, emissive trisbiphenylamines 1 and (S)-2. Whilst achiral 1 forms supramolecular polymers following a cooperative mechanism, the self-assembly of chiral (S)-2 can be described by an isodesmic mechanism. Despite the isodesmic character of the supramolecular polymerization of (S)-2, an efficient transfer of chirality from the embedded point chirality of the peripheral side chains to the aggregates is demonstrated. The co-assembly of 1 and (S)-2 in a sergeants-and-soldiers experiment shows a very different dichroic response to that registered for pristine (S)-2, with a copolymerization curve displaying two transitions. Both these transitions coincide with those observed for the pristine achiral and chiral components, thus suggesting a self-sorting effect.
Key words
Cooperativity - isodesmic - helical structures - supramolecular polymerization - triarylaminesSupporting Information
Supporting information for this article is available online at https://doi.org.
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