Intermolecular Oxidative Annulation of 2‐Aminoanthracenes to Diazaacenes and Aza[7]helicenes | Zendy

Goto Kiyohiko | Zendy; Yamaguchi Ryuichi | Zendy; Hiroto Satoru | Zendy; Ueno Hiroshi | Zendy; Kawai Tsuyoshi | Zendy; Shinokubo Hiroshi | Zendy

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Intermolecular Oxidative Annulation of 2‐Aminoanthracenes to Diazaacenes and Aza[7]helicenes

Author(s) -

Goto Kiyohiko,

Yamaguchi Ryuichi,

Hiroto Satoru,

Ueno Hiroshi,

Kawai Tsuyoshi,

Shinokubo Hiroshi

Publication year - 2012

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.201204863

Subject(s) - helicene , pyrrole , trifluoroacetic acid , chemistry , intermolecular force , combinatorial chemistry , pyrazine , annulation , dimer , computer science , organic chemistry , molecule , catalysis

Which way to go : The product distribution in the efficient oxidation of 2‐aminoanthracene derivatives to pyrazine‐ and pyrrole‐fused bisanthracenes can be controlled by additives (see scheme; TFA=trifluoroacetic acid, DDQ=2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone). The pyrrole‐fused dimer can be regarded as an aza[7]helicene with a stable helical conformation.

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