Investigation of cation complexation behavior of azacrown ether substituted benzochromene
Corresponding Author
O. A. Fedorova
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Center of Photochemistry at the Joint N.N.Semenov Institute of Chemical Physics of the Russian Academy of Sciences, ul.Novatorov 7a, 117421 Moscow, Russia.===Search for more papers by this authorF. Maurel
ITODYS, Université Paris 7, CNRS (ESA 7086), 1 Rue Guy de la Brosse, 75005 Paris, France
Search for more papers by this authorA. V. Chebun'kova
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Search for more papers by this authorYu. P. Strokach
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Search for more papers by this authorT. M. Valova
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Search for more papers by this authorL. G. Kuzmina
Institute of General and Inorganic Chemistry, RAS, Leninskii Pr. 31, 117907 Moscow Russia
Search for more papers by this authorJ. A. K. Howard
Department of Chemistry, University of Durham, South Road, Durham, DH1 3LE, UK
Search for more papers by this authorM. Wenzel
Technical University Dresden, Department of Chemistry, Laboratory of Coordination Chemistry, Bergstr. 66, 01062 Dresden, Germany
Search for more papers by this authorK. Gloe
Technical University Dresden, Department of Chemistry, Laboratory of Coordination Chemistry, Bergstr. 66, 01062 Dresden, Germany
Search for more papers by this authorV. Lokshin
Faculte des Sciences de Luminy, Universite de la Mediterranee, UMR 6114 CNRS, 13288 Marseille, France
Search for more papers by this authorA. Samat
Faculte des Sciences de Luminy, Universite de la Mediterranee, UMR 6114 CNRS, 13288 Marseille, France
Search for more papers by this authorCorresponding Author
O. A. Fedorova
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Center of Photochemistry at the Joint N.N.Semenov Institute of Chemical Physics of the Russian Academy of Sciences, ul.Novatorov 7a, 117421 Moscow, Russia.===Search for more papers by this authorF. Maurel
ITODYS, Université Paris 7, CNRS (ESA 7086), 1 Rue Guy de la Brosse, 75005 Paris, France
Search for more papers by this authorA. V. Chebun'kova
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Search for more papers by this authorYu. P. Strokach
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Search for more papers by this authorT. M. Valova
Photochemistry Center of RAS, Novatorov str. 7a, 119421 Moscow, Russia
Search for more papers by this authorL. G. Kuzmina
Institute of General and Inorganic Chemistry, RAS, Leninskii Pr. 31, 117907 Moscow Russia
Search for more papers by this authorJ. A. K. Howard
Department of Chemistry, University of Durham, South Road, Durham, DH1 3LE, UK
Search for more papers by this authorM. Wenzel
Technical University Dresden, Department of Chemistry, Laboratory of Coordination Chemistry, Bergstr. 66, 01062 Dresden, Germany
Search for more papers by this authorK. Gloe
Technical University Dresden, Department of Chemistry, Laboratory of Coordination Chemistry, Bergstr. 66, 01062 Dresden, Germany
Search for more papers by this authorV. Lokshin
Faculte des Sciences de Luminy, Universite de la Mediterranee, UMR 6114 CNRS, 13288 Marseille, France
Search for more papers by this authorA. Samat
Faculte des Sciences de Luminy, Universite de la Mediterranee, UMR 6114 CNRS, 13288 Marseille, France
Search for more papers by this authorAbstract
The study of the complex formation of 3,3-diphenyl-3H-benzo[f]chromenes containing aza-18-crown-6-ether, diaza-18-crown-6-ether or morpholine units with alkali, alkaline earth, heavy and transition metal cations in acetonitrile is reported. The spectroscopic and kinetic behavior of the photomerocyanine isomers of these chromenes is strongly affected by complexation with a metal cation. In order to interpret some of experimental data, an ab initio theoretical analysis of photochromic-crown ether and its cation complexes was conducted. The different site of coordination of mono- and divalent cations to determine the minimum-energy structure of benzochromene complexes in gas phase as well as in acetonitrile as solvent was explored. The coordination of both carbonyl oxygen and crown-ether macrocyle with divalent cations in carbonyl-capped structure is found to be the most stable isomer in gas as well as in condensed media. The crown-containing benzochromenes were studied in liquid-liquid extraction experiments toward there capacity to transfer metallic salts from water into an organic phase.The high selectivity to extraction of Ag+ was found. Copyright © 2007 John Wiley & Sons, Ltd.
Supporting Information
Supplementary electronic material for this paper is available in Wiley InterScience at http://www.interscience.wiley.com/jpages/0894-3230/suppmat
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