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Crystal structures and photoisomerization behaviors of five novel pyrazolone derivatives containing furoyl group

Paper ID Volume ID Publish Year Pages File Format Full-Text
27562 44030 2011 8 PDF Available
Title
Crystal structures and photoisomerization behaviors of five novel pyrazolone derivatives containing furoyl group
Abstract

Five novel pyrazolone derivatives containing a furoyl group, 1-phenyl-3-furoyl-4-(4-chlorobenzal)-5-pyrazolone thiosemicarbazone (PF4ClBP-TSC) (1)/methylthiosemicarbazone (PF4ClBP-MTSC) (2)/ethylthiosemicarbazone (PF4ClBP-ETSC) (3), 1-phenyl-3-furoyl-4-(2-chlorobenzal)/(3-chlorobenzal)-5-pyrazolone methylthiosemicarbazone (PF2ClBP-MTSC) (4)/(PF3ClBP-MTSC) (5), have been synthesized and characterized by elemental analysis, IR, 1H NMR spectra, and the molecular structures of 2 and 5 were determined by X-ray single crystal diffraction. Photoisomerization properties have been studied by UV–vis and fluorescence spectra. Based on theoretical calculation and crystal structural analysis, the compounds undergo photoisomerization from the enol form to the keto form through an intermolecular proton transfer upon UV light irradiation. Moreover, the photoisomerization rate decreases with the increase of volume of substituent groups on 4-position of thiosemicarbazide and the steric hindrance of Cl atom on benzal of 4-positon on the pyrazolone ring.

Keywords
Photoisomerization; Crystal structure; Pyrazolone; Intermolecular proton transfer; Thiosemicarbazide
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Crystal structures and photoisomerization behaviors of five novel pyrazolone derivatives containing furoyl group
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 217, Issue 1, 1 January 2011, Pages 117–124
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
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