Bulletin of the Chemical Society of Japan

An Approach to Pyrazoline-Fused Chlorins by Dipolar [3+ 2]-Cycloaddition of Iminonitriles to meso-Tetrakis (pentafluorophenyl) porphyrin: Synthesis of New PDT …

P Wyrebek, S Ostrowski

Index: Wyrebek, Przemyslaw; Ostrowski, Stanislaw Bulletin of the Chemical Society of Japan, 2012 , vol. 85, # 10 p. 1167 - 1174,8

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Citation Number: 4

Abstract

meso-Tetrakis (pentafluorophenyl) porphyrin reacts at higher temperature with unstable iminonitriles (R–C≡ N+–N−–Ar), affording pyrazoline-fused chlorins, according to dipolar [3+ 2]-cycloaddition pathway. The respective iminonitriles were in situ generated from the corresponding functionalized α-halogenohydrazine derivatives by 1, 3-elimination of HX in the presence of base (NEt 3, DABCO). This method allows synthesis of very attractive ...