Premium
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.