Royal Society of Chemistry, Chemical Communications, 71(50), p. 10291-10294, 2014
DOI: 10.1039/c4cc04911j
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An oxidative skeletal rearrangement of 1,1'-binaphthalene-2,2'-diamines (BINAMs) that involves the cleavage of a strong C-C single bond of the binaphthalene unit and the nitrogen migration has been discovered. The unprecedented rearrangement enables access to a series of U-shaped azaacenes otherwise difficult to prepare in a selective manner by classical methods. Moreover, physicochemical properties of the unique azaacenes have been comprehensively investigated.