ISSN:
0947-6539
Keywords:
amethyrin
;
orangarin
;
porphyrinoids
;
terpyrroles
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A new, general synthesis of the first β-substituted tetra- and hexaalkyl terpyrroles is described. Also described are two new classes of expanded porphyrins derived from the hexaalkyl terpyrrole. The key step in the terpyrrole formation is the copper(II)-mediated oxidative coupling of the LDA-derived enolates of α-keto pyrroles. The first new expanded porphyrin reported here, the so-called “orangarin”, contains five pyrrolic subunits and two bridging carbon atoms, and is formally a 20π-electron nonaromatic macrocycle. The second new class of expanded porphyrins, the “amethyrins”, are 24π-electron nonaromatic macrocycles containing six pyrrole units. Both of these new macrocycles, as well as one of the new terpyrrolic precursors have been structurally characterized by single crystal X-ray diffraction analysis.
Additional Material:
12 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chem.19950010110
