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Paper | Regular issue | Vol 94, No. 10, 2017, pp.1870-1883
Published online, 4th September, 2017
DOI: 10.3987/COM-17-13781
Synthesis of Azulene-Substituted Tetraarylpyrroles by Reaction of 1-Azulenyl Ketones with Benzoin and Ammonium Acetate

Taku Shoji,* Sho Takagaki, Miwa Tanaka, Takanori Araki, Shuhei Sugiyama, Ryuta Sekiguchi, Akira Ohta, Shunji Ito, and Tetsuo Okujima

*Department of Chemistry, Faculty of Science, Shinshu University, Asahi 3-1-1, Matsumoto, Nagano 390-8621, Japan


Tetraarylpyrroles with a 1-azulenyl substituent were prepared by the reaction of 1-azulenyl ketones, which have various aryl-substituents at their α-position, with benzoin in the presence of ammonium acetate as a nitrogen source of the pyrrole ring. Optical property of the tetraarylpyrroles obtained by the reaction was clarified by UV/Vis spectroscopy and/or time-dependent density functional theory (TD-DFT) calculations.