Please use this identifier to cite or link to this item:
Title: Positive Identification of UV-Generated, Non-Hydrogen-Bonded Isomers of o-Hydroxybenzaldehyde and o-Hydroxyacetophenone
Authors: Lapinski, Leszek 
Rostkowska, Hanna 
Reva, Igor 
Fausto, Rui 
Nowak, Maciej J. 
Issue Date: Apr-2010
Publisher: American Chemical Society
Serial title, monograph or event: J. Phys. Chem. A
Volume: 114
Abstract: Non-hydrogen-bonded isomers were photogenerated by UV (λ > 335 nm) irradiation of o-hydroxybenzaldehyde (salicylaldehyde) and o-hydroxyacetophenone monomers isolated in low-temperature Ar matrixes. These photoisomerizations were found to be photoreversible. Upon shorter wavelength (λ > 235 nm or λ > 270 nm) UV irradiation, the initial forms of the compounds (with intramolecular hydrogen bonds) were partially repopulated. The structures of the photogenerated non-hydrogen-bonded isomers of both compounds were positively identified by comparison of their IR spectra with the spectra theoretically calculated [at the DFT(B3LYP)/6-311++G(2d,p) level] for all possible non-hydrogen-bonded isomers of the studied compounds. The experimental IR spectra of the photoproducts generated from o-hydroxybenzaldehyde and o-hydroxyacetophenone are very well reproduced only by the theoretical spectra predicted for the isomers with both OH and formyl (or acetyl) groups rotated by 180°, with respect to the initial, most stable hydrogen-bonded conformer. Excellent agreement between experiment and theoretical prediction provides a basis for a very reliable identification of the photoproduced isomers of o-hydroxybenzaldehyde and o-hydroxyacetophenone.
DOI: 10.1021/jp1003775
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais

Files in This Item:
File Description SizeFormat
J.Physical Chemistry A, 114 (2010) 5588.pdf293.56 kBAdobe PDFView/Open
Show full item record


checked on May 29, 2020

Citations 5

checked on Aug 2, 2022

Page view(s)

checked on Aug 2, 2022

Download(s) 50

checked on Aug 2, 2022

Google ScholarTM




Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.