Interplay Between H‐bonding and Preorganization in the Evolution of Self‐Assembled Systems

Cooperative π‐π‐interactions and H‐bonding are frequently exploited in supramolecular polymerization, however, close scrutiny of their mutual interplay has been largely overlooked. Herein, we compare the self‐assembly behavior of a series of C2‐ and C3‐symmetrical oligophenyleneethynylenes differing in the amide topology (N‐ or C‐centred). This subtle structural modification brings about drastic changes in their photopysical 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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