67271-61-8Relevant academic research and scientific papers
The reductive coupling of 2-cyanopyrroles: A study pertaining to the mechanism of formation of porphocyanines
Brueckner, Christian,Xie, Lily Y.,Dolphin, David
, p. 2021 - 2030 (1998)
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 porphocyanine synthesis via the LAH reduction of 1,9-dicyanodipyrromethanes.
