|Title||The reductive coupling of 2-cyanopyrroles: A study pertaining to the mechanism of formation of porphocyanines|
|Publication Type||Journal Article|
|Year of Publication||1998|
|Authors||Bruckner, C, Xie, LY, Dolphin, D|
|Type of Article||Article|
|Keywords||CENTERED TEMPLATE REACTIONS, COMPLEX, CONVENIENT, EXPANDED TETRAPYRROLIC MACROCYCLE|
2-Cyanopyrrole was found to form (2-pyrrolylmethene)-(2-pyrrolylmethyl)im 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 Al-27-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. (C) 1998 Elsevier Science Ltd. All rights reserved.
|URL||<Go to ISI>://000071994000004|