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An ambient stable core-substituted perylene bisimide dianion: isolation and single crystal structure analysis.

ABSTRACT: Here we report the first example of an isolable, ambient stable perylene bisimide (PBI) dianion which was synthesized by catalytic reduction of a highly electron deficient PBI derivative. The remarkable stability of this unprecedented dianion in air for months facilitated its complete characterization by different methods, including single crystal X-ray analysis. Furthermore, solvent dependent cyclic and square wave voltammetry studies revealed that the formation of PBI dianions is preferred in more polar solvents, whereas the generation of PBI radical anions should be favoured in less polar solvents.

SUBMITTER: Seifert S

PROVIDER: S-EPMC5501005 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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An ambient stable core-substituted perylene bisimide dianion: isolation and single crystal structure analysis.

Seifert Sabine S Schmidt David D Würthner Frank F

Chemical science 20150116 3

Here we report the first example of an isolable, ambient stable perylene bisimide (PBI) dianion which was synthesized by catalytic reduction of a highly electron deficient PBI derivative. The remarkable stability of this unprecedented dianion in air for months facilitated its complete characterization by different methods, including single crystal X-ray analysis. Furthermore, solvent dependent cyclic and square wave voltammetry studies revealed that the formation of PBI dianions is preferred in ...[more]

PMID: 28717450

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