Utilize este identificador para referenciar este registo:
http://hdl.handle.net/10773/20925
Título: | Unprecedented Double aza-Michael Addition within a Sapphyrin Core |
Autor: | Figueira, Flavio Marques, Igor Farinha, Andreia S. F. Tome, Augusto C. Cavaleiro, Jose A. S. Silva, Artur M. S. Sessler, Jonathan Felix, Vitor Tome, Joao P. C. |
Palavras-chave: | 1,3-DIPOLAR CYCLOADDITION REACTIONS DIELS-ALDER REACTIONS BARRELENE-FUSED CHLORINS EXPANDED PORPHYRINS DIMETHYL ACETYLENEDICARBOXYLATE MESO-TETRAARYLPORPHYRINS PHOTOPHYSICAL PROPERTIES AZOMETHINE YLIDES ORGANIC-SYNTHESIS O-XYLYLENE |
Data: | 2016 |
Editora: | WILEY-V C H VERLAG GMBH |
Resumo: | A novel sapphyrin derivative was obtained from the reaction between a free-base sapphyrin and dimethyl acetylenedicarboxylate (DMAD). The formation of the new compound involved a double aza-Michael addition of two pyrrolic NH groups to a DMAD molecule, with the formation of a disubstituted ethano bridge. The NMR spectral data reveal a product with an unsymmetrical structure; DFT calculations provided support for a structure in which the ethano bridge links two adjacent pyrrole units. The present study provides a seemingly unprecedented example of an N,N'-dinucleophile reacting with DMAD to form a heterocyclic compound in which the two N-atoms are linked to the two sp(3) carbon atoms derived from a substituted acetylene. |
Peer review: | yes |
URI: | http://hdl.handle.net/10773/20925 |
DOI: | 10.1002/chem.201602313 |
ISSN: | 0947-6539 |
Versão do Editor: | 10.1002/chem.201602313 |
Aparece nas coleções: | CICECO - Artigos |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
Unprecedented Double aza-Michael Addition within a Sapphyrin Core_10.1002chem.201602313.pdf | 1.32 MB | Adobe PDF |
Todos os registos no repositório estão protegidos por leis de copyright, com todos os direitos reservados.