1,3-dipolar cycloaddition reactions of porphyrins with azomethine ylides

• Type: Article in International Scientific Journal
• Date: 2005

Authors

Silva, AMG (Author) Other; Tome, AC (Author) Other; Neves, MGPMS (Author) Other; Silva, AMS (Author) Other; Cavaleiro, JAS (Author) Other

Journal

Title: Journal of Organic Chemistry

Vol. 70

Pages: 2306-2314

ISSN: 0022-3263

Publisher: American Chemical Society

Indexing

ISI Web of Knowledge - 128 Citations

Scopus - 128 Citations

Other information

Authenticus ID: P-000-47C

DOI: 10.1021/jo048349i

Abstract (EN): The behavior of porphyrins as dipolarophiles in 1,3-dipolar cycloadditions with azomethine ylides was studied. Depending on the nature of the substituent groups on the porphyrin macrocycles, the reaction can give monoadducts (chlorins) or bisadducts (isobacteriochlorins and bacteriochlorins). When a large excess of azomethine ylide is used, trisadducts can also be obtained. Mixed isobacteriochlorin derivatives were prepared from the reaction of azomethine ylides with the chlorin monoadducts previously obtained via Diels-Alder reactions.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 9