| 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 |
| Journal | Tetrahedron |
| Volume | 54 |
| Pagination | 2021-2030 |
| Date Published | Mar |
| Type of Article | Article |
| ISBN Number | 0040-4020 |
| Keywords | CENTERED TEMPLATE REACTIONS, COMPLEX, CONVENIENT, EXPANDED TETRAPYRROLIC MACROCYCLE |
| Abstract | 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 |
