Boron(III) Carbazosubphthalocyanines: Core‐Expanded Antiaromatic Boron(III) Subphthalocyanine Analogues

Abstract

Condensation of 1,8-diamino-3,6-dichlorocarbazole with aseries of disubstituted 1,3-diiminoisoindolines,followed by treatment with BF 3 ·OEt 2 led to the formation of the corresponding core-expanded boron(III) subphthalocyanine analogues.T hese air-stable p-conjugated boron(III) carbazosubphthalocyanines possess two boron-containing seven-membered-ring units and a16p-electron skeleton, and represent the first examples of antiaromatic boron(III) subphthalocyanine analogues as supported by spectroscopic and theoretical studies.T he molecular structure of one of these compounds was unambiguously determined by single-crystal X-ray diffraction analysis.I nc ontrast to typical boron(III) subphthalocyanines,whichadopt acone-shaped structure,the p skeleton of this compound is almost planar.