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Communication | Special issue | Vol 80, No. 1, 2010, pp.183-186
Published online, 4th September, 2009
DOI: 10.3987/COM-09-S(S)53
Photolytic Preparation of Tetrabromothianthrene and Its Transformation to Dinuclear Phthalocyanines

Takeshi Kimura,* Takeru Obonai, Takayuki Nozaki, Kenji Matsui, Toshiharu Namauo, Akio Yamakawa, and Yutaka Takaguchi

*Center for Instrumental Analysis, Iwate University, 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan


Photolysis of dibromobenzotrithiole (1) and tetrabromodibenzo-tetrathiocin (4) in CH2Cl2 produced tetrabromothianthrene (2). Compound (2) was treated with CuCN in DMF at 150 °C to give tetracyanothianthrene (5). Dinuclear phthalocyanine (9) was constructed by treatment of a mixture of 5 and dioctoxyphthalonitrile (6) with lithium in n-pentanol.