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Electron Delocalization in Perylene Diimide Helicenes
Author(s) -
Schuster Nathaniel J.,
Paley Daniel W.,
Jockusch Steffen,
Ng Fay,
Steigerwald Michael L.,
Nuckolls Colin
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201607878
Subject(s) - diimide , perylene , helicene , delocalized electron , acene , chemistry , oligomer , intramolecular force , photochemistry , stereochemistry , molecule , polymer chemistry , organic chemistry
We report two new helicenes derived from the double fusion of an acene with two perylene diimide (PDI) subunits. These PDI‐helicene homologs exhibit very different structural and electronic properties, despite differing by only a single ring in the link between the PDI units. The shorter inter‐PDI link brings the two PDI subunits closer together, and this results in the collision of their respective π‐electron clouds. This collision facilitates intramolecular through‐space electronic delocalization when the PDI‐helicene is reduced.