Electron Delocalization in Perylene Diimide Helicenes

Schuster, Nathaniel J.; Paley, Daniel W.; Jockusch, Steffen; Ng, Fay; Steigerwald, Michael L.; Nuckolls, Colin

doi:10.1002/anie.201607878

Electron Delocalization in Perylene Diimide Helicenes

Journal Article · Mon Sep 26 00:00:00 EDT 2016 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.201607878· OSTI ID:1533087

Schuster, Nathaniel J. ^[1]; Paley, Daniel W. ^[2]; Jockusch, Steffen ^[2]; Ng, Fay ^[2]; Steigerwald, Michael L. ^[2]; Nuckolls, Colin ^[2]

Columbia Univ., New York, NY (United States); DOE/OSTI
Columbia Univ., New York, NY (United States)

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.

View Accepted Manuscript (DOE)

Research Organization:: Columbia Univ., New York, NY (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: SC0014563

OSTI ID:: 1533087

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 43 Vol. 55; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
chemistry
chirality
helicenes
mixed-valence compounds
perylene diimide
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Electron Delocalization in Perylene Diimide Helicenes

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