16331-96-7Relevant articles and documents
Synthesis and spectral investigations of a new dyad with spiropyran and fluorescein units: Toward information processing at the single molecular level
Guo, Xuefeng,Zhang, Deqing,Zhou, Yucheng,Zhu, Daoben
, p. 5681 - 5687 (2003)
A new dyad 1 with two spiropyran units as the photochromic acceptors and one fluorescein unit as the fluorescent donor was synthesized and characterized. External inputs (ultraviolet light, visible light, and proton) induce the reversible changes of the structure and, concomitantly, the absorption spectrum of dyad 1 due to the presence of two spiropyran units. Only the absorption spectrum of the ME form of the spiropyran units in dyad 1 has large spectral overlap with the fluorescence spectrum of the fluorescein unit. Thus, the fluorescence intensity of dyad 1 is modulated by reversible conversion among the three states of the photochromic spiropyran units and the fluorescence resonance energy transfer (FRET) between the ME form and the fluorescein unit. Based on the fact that dyad 1 could read out three external input signals (ultraviolet light, visible light and proton) and write a compatible specific output signal (fluorescence intensity), dyad 1 described here can be considered to perform an integrated circuit function with one OR and one AND interconnected logic gates. The present results demonstrate an efficient strategy for elaborating and transmitting information at the single molecular level.
Synthesis and properties of benzophenone-spiropyran and naphthalene-spiropyran conjugates
Tomasulo, Massimiliano,Kaanumal, Sireesha L.,Sortino, Salvatore,Raymo, Francisco M.
, p. 595 - 605 (2007/10/03)
We have designed and synthesized four compounds integrating luminescent and photochromic components in their molecular skeletons. Two of them combine a nitrospiropyran photochrome with either one or two naphthalene fluorophores and can be prepared in three synthetic steps. The other two consist of a nitrospiropyran photochrome and a benzophenone phosphore connected by either ether or ester linkages and can be prepared in six or five, respectively, synthetic steps. The luminescent components of these assemblies are expected to transfer energy intramolecularly to the photochromic species upon excitation and encourage their photoisomerization. Consistently, the phosphorescence of the benzophenone units and the fluorescence of the naphthalene components are effectively quenched when these species are connected covalently to a nitrospiropyran. Nonetheless, the photoisomerization of the photochrome becomes significantly less efficient after the covalent attachment to the luminescent partner. The fraction of incident radiations absorbed by either the benzophenone or the naphthalene fragment does not promote the isomerization of the photochromic appendage. Instead, irreversible transformations occur upon irradiation of the luminophore-photochrome assemblies. Thus, the covalent attachment of a benzophenone or a naphthalene to a nitrospiropyran is not a viable strategy to improve the photocoloration efficiency of the photochromic component. Even although the very same luminophores are known to sensitize intermolecularly the isomerization of nitrospiropyrans, the transition to covalent luminophore-photochrome assemblies tends to promote degradation, rather than sensitization, upon irradiation.
CORRELATION EQUATION FOR THE ACTIVATION FREE ENERGY OF THE INVERSION OF CONFIGURATION IN THE CLOSED FORM OF INDOLINESPIROPYRANS
Zaichenko, N. L.,Marevtsev, V. S.,Arsenov, V. D.,Cherkashin, M. I.
, p. 1518 - 1520 (2007/10/02)
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