Porphyrins in 1,3-dipolar cycloaddition reactions. Synthesis of new porphyrin-chlorin and porphyrin-tetraazachlorin dyads

• Type: Article in International Scientific Journal
• Date: 2006

Authors

Silva, AMG (Author) Other; Lacerda, PSS (Author) Other; Tome, AC (Author) Other; Neves, MGPMS (Author) Other; Silva, AMS (Author) Other; Cavaleiro, JAS (Author) Other; Makarova, EA (Author) Other; Lukyanets, EA (Author) Other

Journal

Title: Journal of Organic Chemistry

Vol. 71

Pages: 8352-8356

ISSN: 0022-3263

Publisher: American Chemical Society

Indexing

ISI Web of Knowledge - 62 Citations

Scopus - 62 Citations

Other information

Authenticus ID: P-004-GHE

DOI: 10.1021/jo0611770

Abstract (EN): N-(Porphyrin-2-ylmethyl) glycine was synthesized and used as precursor of azomethine ylide, which was trapped with several dipolarophiles. The reaction of that azomethine ylide with dimethyl fumarate afforded the expected adduct. However, with 1,4-benzo- and 1,4-naphthoquinones only dehydrogenated adducts were isolated. Also, the reaction of that ylide with meso-tetrakis(pentafluorophenyl) porphyrin and tetraazaporphine allowed access to novel porphyrin- chlorin and porphyrin-tetraazachlorin dyads.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 5