Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/39215
Título: | Photoactivation of butyric acid from 6-aminobenzocoumarin cages |
Autor(es): | Soares, Ana M. S. Hungerford, Graham Costa, Susana P. G. Gonçalves, M. Sameiro T. |
Palavras-chave: | Coumarins Butyric acid Photolabile protecting groups Fluorescence Photochemistry Photophysics Protecting groups Coumarin |
Data: | Jul-2015 |
Editora: | Wiley-VCH Verlag |
Revista: | European Journal of Organic Chemistry |
Citação: | A. M. S. Soares, G. Hungerford, S. P. G. Costa, M. S. T. Gonçalves, Eur. J. Org. Chem., 2015, 5979-5986. |
Resumo(s): | A new benzocoumarin bearing an amino group is proposed as a photocleavable protecting group for carboxylic acids. The novel heterocycle, 6-amino-4-chloromethyl-2-oxo-2H-naphtho[1,2-b]pyran was used in the preparation of ester conjugates of butyric acid, and of the corresponding mono- and di-methylated or ethylated derivatives. The photolability of the ester conjugates was studied by irradiation at selected wavelengths in methanol/HEPES buffer (80:20) solutions, and the release of butyric acid was followed with HPLC/UV and 1H NMR monitoring. Release of the carboxylic acid was faster for the monoalkylated derivatives (approximately within 20 min), at the longer wavelengths of irradiation (350 and 419 nm). The photophysics of the heterocyclic conjugates was also evaluated by both steady state and time-resolved methods. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/39215 |
DOI: | 10.1002/ejoc.201500396 |
ISSN: | 1099-0690 |
Versão da editora: | http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201500396/epdf |
Arbitragem científica: | yes |
Acesso: | Acesso restrito autor |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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EJOC 2015 final.pdf Acesso restrito! | 1,76 MB | Adobe PDF | Ver/Abrir |