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ALL‐ trans RETINAL PHOTOISOMERIZATION AND PHOTOOXIDATION FROM UV LASER RADIATION. VIBRATIONAL ASSIGNMENTS OF ALL‐trans 5,8‐PEROXYRETINAL
Author(s) -
BARON M. H.,
COULANGE M. J.,
COUPRY C.,
BARON D.,
FAVROT J.,
ALY M. M. ABO
Publication year - 1989
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1989.tb05572.x
Subject(s) - photoisomerization , chemistry , acetonitrile , photochemistry , cis–trans isomerism , retinal , isomerization , raman spectroscopy , photooxygenation , stereochemistry , chromatography , organic chemistry , oxygen , optics , singlet oxygen , catalysis , physics , biochemistry
— Photoisomerization and photooxygenation of all‐ trans retinal in acetonitrile, illuminated by laser radiations (λ act , = 333.6 or 350.7 nm), were investigated under various experimental conditions. In deoxygenated solutions, the major photoproducts are 13‐ cis and 9‐ cis retinal. All‐ trans and 13‐ cis 5,8‐peroxyretinal are obtained in large amounts in oxygenated solutions. 11‐cis derivatives have not been detected in any of these solutions. The photoproducts were identified by UV, NMR, mass and vibrational spectroscopies and HPLC chromatography. All‐ trans and 13‐ cis 5,8‐peroxyretinal were isolated. Their vibrational spectra (IR and Raman) are analyzed. Most of the bands are assigned by comparison with previous studies on all‐ trans and 13‐ cis retinal, ( E,E,E )‐3‐methyl‐2,4,6‐octatrienal and peroxides.