Issue 7, 2020

Synthesis, self-assembly, and air-stable radical anions of unconventional 6,7-bis-nitrated N-annulated perylene diimides

Abstract

Unusual 6,7-bis-nitrated N-annulated perylene diimides are reported which have stabilized frontier molecular orbitals making them highly electron deficient. Radical anion formation under ambient conditions is readily feasible. A crowded NO2 substitution pattern significantly alters the perylene core geometry. Varied functionalization at the pyrrolic N-position allows for crystal engineering.

Graphical abstract: Synthesis, self-assembly, and air-stable radical anions of unconventional 6,7-bis-nitrated N-annulated perylene diimides

Supplementary files

Article information

Article type
Communication
Submitted
19 Jun 2020
Accepted
02 Jul 2020
First published
02 Jul 2020

Mol. Syst. Des. Eng., 2020,5, 1181-1185

Synthesis, self-assembly, and air-stable radical anions of unconventional 6,7-bis-nitrated N-annulated perylene diimides

J. Cann, B. S. Gelfand and G. C. Welch, Mol. Syst. Des. Eng., 2020, 5, 1181 DOI: 10.1039/D0ME00081G

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