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Interplay between H‐Bonding and Preorganization in the Evolution of Self‐Assembled Systems
Author(s) -
Philips Divya S.,
Kartha Kalathil K.,
Politi Antiope T.,
Krüger Timo,
Albuquerque Rodrigo Q.,
Fernández Gustavo
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201813955
Subject(s) - supramolecular chemistry , self assembly , chemistry , amide , crystallography , nanotechnology , materials science , crystal structure , organic chemistry
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 2 ‐ and C 3 ‐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.