Synthesis of β‐Substituted meso‐Tetraaryl‐21, 23‐dithiaporphyrins by Heck Reaction. Issue 27 (18th August 2015)

• Record Type: Journal Article
• Authors: Forezi, Luana da S. M.; Gomes, Ana T. P. C.; Neves, Maria G. P. M. S.; Ferreira, Vitor F.; Boechat, Fernanda da C. S.; de Souza, Maria C. B. V.; Cavaleiro, José A. S.
• Is Part Of: European journal of organic chemistry. Issue 27(2015)
• Page Start: 5909
• Page End: 5913
• Publication Date: 2015-08-18
• Subjects: Synthetic methods -- Porphyr­inoids -- Macrocycles -- Electronic effects; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500812
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: meso ‐Tetraphenyl‐21, 23‐dithiaporphyrin was selectively monobrominated at one β‐pyrrolic position in good yields. This dithiaporphyrin was then functionalized by Heck reaction with styrene derivatives containing different electronic features. The reaction profile was found to depend on the electronic characteristics of the styrene derivatives; the new compounds were fully characterized. Abstract : meso ‐Tetraphenyl‐21, 23‐dithiaporphyrin is selectively monobrominated at one β‐pyrrolic position in good yields. This dithiaporphyrin is then functionalized by Heck reaction with styrene derivatives containing different electronic features. The reaction profile is dependent on the electronic characteristics of the styrene derivatives; NBS = N ‐bromosuccinimide.