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Interplay between H-Bonding and Preorganization in the Evolution of Self-Assembled Systems.

ABSTRACT: Cooperative ?-? interactions and H-bonding are frequently exploited in supramolecular polymerization; however, close scrutiny of their mutual interplay has been largely unexplored. Herein, we compare the self-assembly behavior of a series of C2 - and C3 -symmetrical oligophenyleneethynylenes differing in their amide topology (N- or C-centered). This subtle structural modification brings about drastic changes in their photophysical and supramolecular properties, highlighting the reciprocal impact of H-bonding vs. preorganization on the evolution and final outcome of supramolecular systems.

SUBMITTER: Philips DS

PROVIDER: S-EPMC7646291 | biostudies-literature | 2019 Mar

REPOSITORIES: biostudies-literature

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Interplay between H-Bonding and Preorganization in the Evolution of Self-Assembled Systems.

Philips Divya S DS Kartha Kalathil K KK Politi Antiope T AT Krüger Timo T Albuquerque Rodrigo Q RQ Fernández Gustavo G

Angewandte Chemie (International ed. in English) 20190303 14

Cooperative π-π interactions and H-bonding are frequently exploited in supramolecular polymerization; however, close scrutiny of their mutual interplay has been largely unexplored. Herein, we compare the self-assembly behavior of a series of C<sub>2</sub> - and C<sub>3</sub> -symmetrical oligophenyleneethynylenes differing in their amide topology (N- or C-centered). This subtle structural modification brings about drastic changes in their photophysical and supramolecular properties, highlighting ...[more]

PMID: 30618093

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