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Synthesis of Photochromic Dyes Based on Annulated Coumarin Systems

2002; Wiley; Volume: 85; Issue: 2 Linguagem: Inglês

10.1002/1522-2675(200202)85

1522-2675

Nuno M. F. S. A. Cerqueira, Ana M. F. Oliveira‐Campos, Paulo J. Coelho, Luís M. Carvalho, André Samat, Robert Guglielmetti,

Multicomponent Synthesis of Heterocycles

Helvetica Chimica ActaVolume 85, Issue 2 p. 442-450 Research Article Synthesis of Photochromic Dyes Based on Annulated Coumarin Systems Nuno M. F. S. A. Cerqueira, Nuno M. F. S. A. Cerqueira Centro de Química, IBQF, Universidade do Minho, Largo do Paço, 4700-320 Braga, PortugalSearch for more papers by this authorAna M. F. Oliveira-Campos, Ana M. F. Oliveira-Campos [email protected] Centro de Química, IBQF, Universidade do Minho, Largo do Paço, 4700-320 Braga, PortugalSearch for more papers by this authorPaulo J. Coelho, Paulo J. Coelho Departamento de Química, Univ. Trás-os-Montes e Alto Douro, Quinta de Prados, 5000 Vila Real, PortugalSearch for more papers by this authorLuís H. Melo de Carvalho, Luís H. Melo de Carvalho Departamento de Química, Univ. Trás-os-Montes e Alto Douro, Quinta de Prados, 5000 Vila Real, PortugalSearch for more papers by this authorAndré Samat, André Samat Faculté des Sciences de Luminy, Université de la Mediterranée, UMR CNRS 6114, 13288 Marseille Cedex 9, FranceSearch for more papers by this authorRobert Guglielmetti, Robert Guglielmetti Faculté des Sciences de Luminy, Université de la Mediterranée, UMR CNRS 6114, 13288 Marseille Cedex 9, FranceSearch for more papers by this author Nuno M. F. S. A. Cerqueira, Nuno M. F. S. A. Cerqueira Centro de Química, IBQF, Universidade do Minho, Largo do Paço, 4700-320 Braga, PortugalSearch for more papers by this authorAna M. F. Oliveira-Campos, Ana M. F. Oliveira-Campos [email protected] Centro de Química, IBQF, Universidade do Minho, Largo do Paço, 4700-320 Braga, PortugalSearch for more papers by this authorPaulo J. Coelho, Paulo J. Coelho Departamento de Química, Univ. Trás-os-Montes e Alto Douro, Quinta de Prados, 5000 Vila Real, PortugalSearch for more papers by this authorLuís H. Melo de Carvalho, Luís H. Melo de Carvalho Departamento de Química, Univ. Trás-os-Montes e Alto Douro, Quinta de Prados, 5000 Vila Real, PortugalSearch for more papers by this authorAndré Samat, André Samat Faculté des Sciences de Luminy, Université de la Mediterranée, UMR CNRS 6114, 13288 Marseille Cedex 9, FranceSearch for more papers by this authorRobert Guglielmetti, Robert Guglielmetti Faculté des Sciences de Luminy, Université de la Mediterranée, UMR CNRS 6114, 13288 Marseille Cedex 9, FranceSearch for more papers by this author First published: 07 March 2002 https://doi.org/10.1002/1522-2675(200202)85:2 3.0.CO;2-9Citations: 21AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Abstract Novel 2H-chromenes derived from hydroxycoumarins were synthesized, and their photochromic behaviour was studied under flash-photolysis conditions, showing a wide absorption range in the visible region. All the compounds exhibit low fluorescence, which apparently has no negative effect on their photochromic properties. References 1 ‘Organic Photochromic and Thermochromic Compounds', Eds. J. Crano and R. Guglielmetti, Plenum Publishing Corporation, N.Y. 1998, 1999, Vols. 1–2. 2 K. Ichimura, in ‘Photochromism: Molecules and Systems', Eds. H. Dürr and H. Bouas-Laurent, Elsevier, Amsterdam, 1990, Chap. 26. 3 J. L. Meyer, P. Levoir, R. Dubest, Analyst 1995, 120, 447. 4 J. C. Crano, T. Flood, D. Knowles, A. Kumar, Van Gemert, Pure Appl. Chem. 1996, 68, 1395. 5 A. M. F. Oliveira-Campos, M. M. Oliveira, L. H. M. Carvalho, C. Moustrou, A. Samat, R. Guglielmetti, J. Seita, Colour Science 98 Proceedings, Vol. 1, ‘Dye and Pigment Chemistry', Leeds, 1999, 26. 6 M. M. Oliveira, L. M. Carvalho, C. Moustrou, A. Samat, R. Guglielmetti, A. M. F. Oliveira-Campos, Helv. Chim. Acta 2001, 84, 1163. 7 P. J. Coelho, L. M. Carvalho, J. C. Silva, A. M. F. Oliveira-Campos, A. Samat, R. Guglielmetti, Helv. Chim. Acta 2001, 84, 117. 8 I. Iwai, J. Ide, Chem. Pharm. Bull. 1963, 11, 1042. 9 J. L. Pozzo, V. Lokshin, A. Samat, R. Guglielmetti, R. Dubest, J. Aubard, J. Photochem. Photobiol., A 1998, 111, 185. 10 J. L. Pozzo, Ph.D. Thesis, Université de la Méditerranée, Marseille, France, 1994. 11 T. Harayama, K. Katsuno, H. Nishioka, M. Fujii, Y. Nishita, H. Ishii, Y. Kaneko, Heterocycles 1994, 39, 613. 12 T. Harayama, K. Katsuno, H. Nishioka, K. Murakani, N. Hayashida, H. Ishii, Chem. Pharm. Bull. 1994, 42, 2170. 13 H. Gilman, J. W. Morton Jr., Organic Reactions, 1975, Vol. 8, 288. 14 J. F. Mcomie, M. L. Watts, D. E. West, Tetrahedron 1968, 24, 2289. 15 J. V. Morris, M. 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Photobiol., A 2001, 139, 1. 24 ‘Dictionary of Organic Compounds', 4th edn., Eyre and Spottiswoode Ltd., 1965, Vol. 3, p. 1666. Citing Literature Volume85, Issue2February 2002Pages 442-450 ReferencesRelatedInformation