Title
Novel Porphyrins from Copper(II)-Mediated Cyclizations of 1'.8'-Dimethyl-a,C-biladiene Salts: Mechanism of the Cyclization Reaction
Document Type
Article
Publication Date
1-1-1985
Abstract
Copper(II)-mediated cyclizations of the 1',8'-dimethyl-a,c-biladiene 8 under various conditions afford the expected porphyrin 7, along with 7-methyl-(9), 7-(dialkylamino)-(10 and 11), 6-formyl-(12), and γ-formylporphyrins (13). Carbon-13-enriched a,c-biladienes (14 and 15) were used to establish the origins of the γ carbons, 7 substituents, and γ-formyl groups; possible mechanistic pathways for the formation of porphyrins by copper(II)-mediated cyclizations of 1,S'-dimethyl-a,c-biladiene salts are proposed. © 1985, American Chemical Society. All rights reserved.
Publication Source (Journal or Book title)
Journal of Organic Chemistry
First Page
2073
Last Page
2080
Recommended Citation
Smith, K., & Minnetian, O. (1985). Novel Porphyrins from Copper(II)-Mediated Cyclizations of 1'.8'-Dimethyl-a,C-biladiene Salts: Mechanism of the Cyclization Reaction. Journal of Organic Chemistry, 50 (12), 2073-2080. https://doi.org/10.1021/jo00212a014