Interplay between H-Bonding and Preorganization in the Evolution of Self-Assembled Systems.
Divya S PhilipsKalathil K KarthaAntiope T PolitiTimo KrügerRodrigo Q AlbuquerqueGustavo FernándezPublished in: Angewandte Chemie (International ed. in English) (2019)
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 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.
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