Synthesis, photochemical and luminescent properties of ortho-hydroxystyrylquinazolinone-linked benzocrown ethers
作者： Irina G. Ovchinnikova , Grigory A. Kim , Eugene G. Matochkina , Mikhail I. Kodess , Pavel A. Slepukhin
DOI: 10.1016/J.JPHOTOCHEM.2017.10.006
关键词:
摘要: Abstract Photoinduced transformations of (E)-2-(2-hydroxystyryl)quinazolinone-linked benzo[15(18)]crown-5(6) ethers in solutions have been studied by using UV–vis absorption and NMR spectroscopy. These crown were found to dual emission at 520 650 nm, associated with proton-transfer tautomer (ESIPT-luminescence) as a rare case excited-state reaction the non-pseudocyclic chromophoric systems. It was established also, that organic bases affect luminescence intensity these compounds 550–650-nm wavelength range. An X-ray crystallography analysis molecular structures their complexes crystals has carried out. The fact reversible photo/thermal E-Z isomerization DMF Et3N for macroheterocyclic confirmed. opportunity control photochemical rate quinazolinone 2-(hydroxyphenyl)ethenyl derivatives changing pH medium demonstrated.
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sci-hub.se 参考文章(28)
Jean‐Marie Lehn, Supramolecular Chemistry: Concepts and Perspectives Malta II : Frontiers of Chemical Sciences 2 : Research and Education in the Middle East, Malta. ,(1995) , 10.1002/3527607439
Saul Patai, Richard A. Bartsch, E. Weber, Zvi Rappoport, Crown ethers and analogs Wiley. ,(1989)
I. G. Ovchinnikova, G. A. Kim, E. G. Matochkina, M. I. Kodess, N. V. Barykin, O. S. El´tsov, E. V. Nosova, G. L. Rusinov, V. N. Charushin, Synthesis, photochemical and luminescent properties of (E)-2-(2-hydroxyarylethylene)-3-phenylquinazolin-4(3H)-ones Russian Chemical Bulletin. ,vol. 63, pp. 2467- 2477 ,(2014) , 10.1007/S11172-014-0764-7
Artem I. Vedernikov, Dmitry V. Kondratuk, Natalia A. Lobova, Tatyana M. Valova, Valery A. Barachevskii, Mikhail V. Alfimov, Sergei P. Gromov, New cation-'capped' complex of the Z-isomer of a crown-containing styryl dye bearing a long N-ammonioalkyl substituent Mendeleev Communications. ,vol. 17, pp. 264- 267 ,(2007) , 10.1016/J.MENCOM.2007.09.005
Serkos A. Haroutounian, John A. Katzenellenbogen, 4′-Hydroxystyryldiazines: Synthesis and fluorescence properties Tetrahedron. ,vol. 51, pp. 1585- 1598 ,(1995) , 10.1016/0040-4020(94)01050-A
Galina N Lipunova, Emiliya V Nosova, T V Trashakhova, Valery N Charushin, Azinylarylethenes: synthesis and photophysical and photochemical properties Russian Chemical Reviews. ,vol. 80, pp. 1115- 1133 ,(2011) , 10.1070/RC2011V080N11ABEH004234
Sabir H. Mashraqui, Sushil S. Ghorpade, Sapna Tripathi, Smita Britto, A new indole incorporated chemosensor exhibiting selective colorimetric and fluorescence ratiometric signaling of fluoride Tetrahedron Letters. ,vol. 53, pp. 765- 768 ,(2012) , 10.1016/J.TETLET.2011.11.139
M. Irie, Photochromism: Memories and SwitchesIntroduction Chemical Reviews. ,vol. 100, pp. 1683- 1684 ,(2000) , 10.1021/CR980068L
Pi-Tai Chou, Guo-Ray Wu, Ching-Yen Wei, Mei-Ying Shiao, Yun-I Liu, Excited-State Double Proton Transfer in 3-Formyl-7-azaindole: Role of the nπ* State in Proton-Transfer Dynamics Journal of Physical Chemistry A. ,vol. 104, pp. 8863- 8871 ,(2000) , 10.1021/JP001807G