Novel porphyrins from copper (II)-mediated cyclizations of 1', 8'-dimethyl-A, C-biladiene salts: mechanism of the cyclization reaction

KM Smith, OM Minnetian

Index: Smith, Kevin M.; Minnetian, Ohannes M. Journal of Organic Chemistry, 1985 , vol. 50, # 12 p. 2073 - 2080

Full Text: HTML

Citation Number: 38

Abstract

Copper (II)-mediated cyclizations of the 1', 8'-dimethyl-a, c-biladiene 8 under various conditions afford the expected porphyrin 7, along with y-methyl-(9), y-(dialky1amino)-(10 and ll), 6-formyl-(12), and y-formylporphyrins (13). Carbon-13-enriched a, c-biladienes (14 and 15) were used to establish the origins of the y carbons, y substituents, and y-formyl groups; possible mechanistic pathways for the formation of porphyrins by copper (I1)- ...