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

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