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

【摘要】 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 (DP4MBP- MTSC), and 1,3-diphenyl-4-(4′-bromobenzal)-5-pyrazolone 4-methylthiosemicarbazone (DP4BrBP-MTSC) were synthesized by direct condensation of pyrazolones and 4-methylthiosemicarbazone. Their struc- tures 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 photo- isomerization 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.更多还原

【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 (DP4MBP- MTSC), and 1,3-diphenyl-4-(4′-bromobenzal)-5-pyrazolone 4-methylthiosemicarbazone (DP4BrBP-MTSC) were synthesized by direct condensation of pyrazolones and 4-methylthiosemicarbazone. Their struc- tures 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 photo- isomerization 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.更多还原