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ESIPT study in the higher excited states by fluorescent methods

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Języki publikacji
EN
Abstrakty
EN
Photophysical and photochemical processes in organic molecules are directly related to the singlet electronic S1 state and studied usually without taking into account highest excited states. At the same time the role of high-lying singlet states is not reduced only to processes of intramolecular conversion, they can participate in different intra- and intermolecular processes. Here we consider analytically, in general, how the properties of dually fluorescing molecules are affected in the case where their second fluorescence band is formed as a result of excited state photoreaction and where fluorescence is excited in the range of the S 1 and S n electronic absorption bands. It is shown that, upon excitation of molecular objects via high-lying singlet states, the yield of reaction products can be increased in a number of cases. Then, if fluorescence of initial molecules and their photoproducts is detectable, the probabilities of reactions can be determined via high-lying singlet states. Presented experimental data demonstrate the role of high-lying singlet states of molecules from 3-hydroxyflavone family, in the excited state of which reactions of formation of tautomers as a result of internal proton transfer (ESIPT) can take place. This fact reveals a new opportunity for enlargement yield of photoreactions excited via the Sn states, and in some cases this may be explored practically.
Czasopismo
Rocznik
Strony
587--599
Opis fizyczny
Bibliogr. 21 poz.
Twórcy
autor
autor
  • Institute of Physics, Pomeranian University in Słupsk, ul. Arciszewskiego 22b, 76-200 Słupsk, Poland
Bibliografia
  • [1] HAUGLAND R.P., Handbook of Fluorescent Probes and Research Products, 10th Ed., Molecular Probes, 2002, pp. 185–871.
  • [2] LAKOWICZ J., Principles of Fluorecesce Spectroscopy, 3rd Ed., Springer-Verlag, New York, 2006,pp. 1–25.
  • [3] VALEUR B., Molecular Fluorescence, 4th Ed., Willey-VCH, Weinheim, 2007, pp. 3–70.
  • [4] WALUK J., Conformational aspects of intra and intermolecular excited state proton transfer,[In] Conformational Analysis of Molecules in Excited State, [Ed.] Waluk J., Willey-VCH,Weinheim, 2000, pp. 57–112.
  • [5] DEMCHENKO A.P., Introduction to Fluorescence Sensing, Springer -Verlag, Berlin, Heidelberg, 2009,pp. 1–31.
  • [6] FORMOSINHO S.J., ARNAUT L.G., Excited-state proton transfer reactions II. Intramolecular reactions,Journal of Photochemistry and Photobiology A: Chemistry 75 (1), 1993, pp. 21–48.
  • [7] DEMCHENKO A.P., Optimization of fluorescence response in the design of molecular biosensors,Analytical Biochemistry 343 (1), 2005, pp. 1–22.
  • [8] ERMOLAEV V.L., Ultrafast nonradiative transitions between higher excited states in organic molecules, Russian Chemical Reviews 70 (6), 2001, pp. 471–490.
  • [9] BURDZINSKI G., KUBICKI J., MACIEJEWSKI A., STEER R.P., VELATE S., YEOW E.K.L., Photochemistry and photophysics of highly excited valence states of polyatomic molecules: Nonalternant aromatics, thioketones, and metelloporphyrins, [In] Molecular and SupramolecularPhotochemistry, Vol. 14, Organic Photochemistry and Photophysics, [Ed.] Ramamurthy V.,Schanze K.S., CRC Press Taylor & Francis Group, Boca Raton, FL, 2006, pp. 1–36.
  • [10] TOMIN V.I., JAWORSKI R., Investigation of reactions from the highest excited states of molecules by fluorescent spectroscopy methods, Optics and Spectroscopy 104 (1), 2008, pp. 40–49.
  • [11] TOMIN V.I., Use of fluorescence quenching for study of reaction from higher excited states ofmolecules, Optics and Spectroscopy 105 (4), 2008, pp. 555–571.
  • [12] TOMIN V.I., JAWORSKI R., ESIPT reaction starting from S2 and S 3 singlet states in 3-hydroxyflavone,The European Physical Journal – Special Topics 144 (1), 2007, pp. 123–128.
  • [13] TOMIN V.I., JAWORSKI R., Intramolecular proton transfer from the highest singlet states in 3HF,Optics and Spectroscopy 103 (5), 2007, pp. 769–773.
  • [14] DE KLERK J.S., SZEMIK-HOJNIAK A., ARIESE F., GOOIJER C., Intramolecular proton-transfer processes starting at higher excited states: A fluorescence study on 2-butylamino-6-methyl-4-nitropyridine N-oxide in nonpolar solution, Journal of Physical Chemistry A 111 (26), 2007, pp. 5828–5832.
  • [15] KLYMCHENKO A.S., OZTURK T., PIVOVARENKO V.G, DEMCHENKO A.P., A 3-hydroxychromone with dramatically improved fluorescence properties, Tetrahedron Letters 42 (45), 2001, pp. 7967–7970;KLYMCHENKO A.S., DUPORTAIL G., OZTURK T., PIVOVARENKO V.G., MELY Y., DEMCHENKO A.P., Novel two-band ratiometric fluorescence probes with different location and orientation in phospholipid membranes, Chemistry and Biology 9(11), 2002, pp. 1199–1208.ESIPT study in the higher excited states by fluorescent methods 599
  • [16] TOMIN V.I., JAWORSKI R., Direct observation of proton transfer from the excited S2 state in the 3-hydroxyflavone molecule, Optics and Spectroscopy 106(3), 2009, pp. 350–354.
  • [17] TOMIN V.I., JAWORSKI R., ESIPT from S2 singlet state in 34-hydroxyflavone, Journal of Molecular Structure 924–926, 2009, pp. 461–465.
  • [18] KLYMCHENKO A.S., PIVOVARENKO V.G., DEMCHENKO A.P., Elimination of the hydrogen bonding effect on the solvatochromism of 3-hydroxyflavones, Journal of Physical Chemistry A 107 (21), 2003, pp. 4211–4216.
  • [19] AMEER-BEG S., ORMSON S.M, BROWN R.G., MATOUSEK P., TOWRIE M., NIBBERING E.T.J., FOGGI P.,NEUWAHL F.V.R., Ultrafast measurements of excited state intramolecular proton transfer (ESIPT)in room temperatures solutions of 3-hydroxyflavone and derivatives, Journal of Physical Chemistry A 105 (15), 2001, pp. 3709–3718.
  • [20] TOMIN V.I., ONCUL S., SMOLARCZYK G., DEMCHENKO A.P., Dynamic quenching as a simple test for the mechanism of excited-state reaction, Chemical Physics 342 (1–3), 2007, pp. 126–134.
  • [21] YUSHCHENKO D.A., SHVADCHAK V.V., BILOKIN M.D., KLYMCHENKO A.S., DUPORTAIL G., MÉLY Y.,PIVOVARENKO V.G., Modulation of dual fluorescence in a 3-hydroxyquinolone dye by pertubation of its intramolecular proton transfer with solvent polarity and basicity, Photochemical and Photobiological Sciences 5 (11), 2006, pp. 1038–1044.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BPW7-0014-0047
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