Photo- and thermochromic cation sensitive spiro[indoline-pyridobenzopyrans]
Photo- and thermochromic cation sensitive spiro[indoline-pyridobenzopyrans]
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DOI:
10.1002/poc.1252
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发表时间:
2007-11-01
影响因子:
1.8
通讯作者:
Minkin, Vladimir I.
中科院分区:
文献类型:
--
作者:
Chernyshev, Anatoly V.;Metelitsa, Anatoly V.;Minkin, Vladimir I.
The photo- and thermochromic behaviour of a series of spiro[indolinepyridobenzopyrans] 1-5 has been studied. The thermodynamic and kinetic parameters of the thermal equilibria between the ring-closed and ring-opened (merocyanine) isomeric forms of spiropyrans have been determined using UV-Vis absorption and H-1 NMR spectroscopies techniques. The most stable form of 1-(2-hydroxyethyl)-spiro[indoline-pyridobenzopyran] 4 is represented by its trans-(hydroxystyryl)oxazolidineindoline isomer coexisting in acetone solution with the ring-closed spiroform. In the presence in solution of metal salts, spiro[indoline-pyridobenzopyrans] exhibit strong ionochromic effect due to the formation of complexes with the merocyanine ligand. The composition of the complexes formed by Zn2+ and Ni2+ ions has been determined with the use of spectrophotometric and electrospray ionisation mass spectroscopy techniques. The stepwise stability constants and spectral properties of the most stable 1:1 and 1:2 metal/ merocyanine complexes have been determined. Selectivity of the complexation reaction depends on the position of the thermochromic equilibrium. Copyright (c) 2007 John Wiley & Sons, Ltd.