Tetrahedron

The reductive coupling of 2-cyanopyrroles: A study pertaining to the mechanism of formation of porphocyanines

C Brückner, LY Xie, D Dolphin

文献索引：Brueckner, Christian; Xie, Lily Y.; Dolphin, David Tetrahedron, 1998 , vol. 54, # 10 p. 2021 - 2030

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被引用次数: 8

摘要

2-Cyanopyrrole was found to form (2-pyrrolylmethene)-(2-pyrrolylmethyl) imine when treated with lithium aluminum hydride (LAH), followed by a mild work-up. A plausible mechanism of this reductive coupling was inferred from a series of experiments, including 27Al-NMR, deuteration experiments, and the reduction of variously substituted cyanopyrroles. The mechanism, a metal chelate mediated dimerization, may be the key to understanding ...