Utilize este identificador para referenciar este registo:
http://hdl.handle.net/10773/20085
Título: | meso-Tetraphenylbenzoporphyrin-2(2),2(3)-dicarboxylic Anhydride: A Platform to Benzoporphyrin Derivatives |
Autor: | Carvalho, Carla M. B. Santos, Sergio M. Neves, Maria G. P. M. S. Tome, Augusto C. Silva, Artur M. S. Rocha, Joao Cavaleiro, Jose A. S. |
Palavras-chave: | SYNTHETIC APPROACH TETRABENZOPORPHYRINS METHODOLOGY PORPHYRINS CHARGES LIGHT |
Data: | 2013 |
Editora: | AMER CHEMICAL SOC |
Resumo: | A method to synthesize meso-tetraphenylbenzoporphyrin-2(2),2(3)-dicarboxylic anhydride is reported. This compound reacts with alkylamines and arylamines to afford the corresponding \"phthalimides\" in moderate to excellent yields. The reaction of the title compound with benzene-1,4-diamine or with benzene-1,3-diamine yields the corresponding N,N'-(phenylene)bisphthalimides, whereas with benzene-1,2-diamine or naphthalene-1,8-diamine it affords heterocyclic-fused porphyrins. Molecular mechanics simulations elucidates the multiplicity of signals observed in the NMR spectra of the N,N'-(1,4-phenylene)bisphthalimide 11. This molecule exhibits two preferential conformations corresponding to a coplanar and an almost perpendicular arrangement of the benzoporphyrin units relative to the central benzenic ring. |
Peer review: | yes |
URI: | http://hdl.handle.net/10773/20085 |
DOI: | 10.1021/jo400948s |
ISSN: | 0022-3263 |
Versão do Editor: | 10.1021/jo400948s |
Aparece nas coleções: | CICECO - Artigos |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
Meso-tetraphenylbenzoporphyrin-2223-dicarboxylic anhydride A platform to benzoporphyrin derivatives_10.1021jo400948s.pdf | 2.61 MB | Adobe PDF |
Todos os registos no repositório estão protegidos por leis de copyright, com todos os direitos reservados.