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Three novel photoisomeric compounds of the 4-acyl pyrazolone derivants: Crystal structures and substituent effects on photo-isomerism in solid state

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Abstract

Three new photoisomeric compounds: 1,3-diphenyl-4-benzal-5-pyrazolone 4-methylthiosemicarbazone (DPBP-MTSC), 1,3-diphenyl-4-(4′-methylbenzal)-5-pyrazolone 4-methylthiosemicarbazone (DP4MBPMTSC), and 1,3-diphenyl-4-(4′-bromobenzal)-5-pyrazolone 4-methylthiosemicarbazone (DP4BrBP-MTSC) were synthesized by direct condensation of pyrazolones and 4-methylthiosemicarbazone. Their structures were confirmed using 1H NMR, IR, elemental analyses, and X-ray crystallographic analyses. The photoisomeric properties in the solid state were studied under UV light irradiation and the photoisomerization phenomena were interpreted by the double proton-transfer mechanism. Moreover, the effects of different substituent groups at the 4-position of the benzal in the three compounds on the photoisomeric properties were discussed

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Authors and Affiliations

  1. Institute of Applied Chemistry, Xinjiang University, Urumqi, 830046, China

    JunHua Wang, Lang Liu, GuangFei Liu, JiXi Guo & DianZeng Jia

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  1. JunHua Wang
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  2. Lang Liu
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  3. GuangFei Liu
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  4. JiXi Guo
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  5. DianZeng Jia
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Correspondence to DianZeng Jia.

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Supported by the National Natural Science Foundation of China (Grant No. 20462007) and University Scientific Research Program of Education Bureau, Xinjiang Uygur Autonomous Region (XJEDU2004G01 and XJEDU2004E01)

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Wang, J., Liu, L., Liu, G. et al. Three novel photoisomeric compounds of the 4-acyl pyrazolone derivants: Crystal structures and substituent effects on photo-isomerism in solid state. Sci. China Ser. B-Chem. 51, 661–668 (2008). https://doi.org/10.1007/s11426-008-0025-4

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  • DOI: https://doi.org/10.1007/s11426-008-0025-4

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