PHOTOCHEMICAL STUDY OF SUBSTITUTED S-TRIAZINES

Citation
L. Douarre et al., PHOTOCHEMICAL STUDY OF SUBSTITUTED S-TRIAZINES, Journal of photochemistry and photobiology. A, Chemistry, 96(1-3), 1996, pp. 71-78
Citations number
14
Categorie Soggetti
Chemistry Physical
ISSN journal
10106030
Volume
96
Issue
1-3
Year of publication
1996
Pages
71 - 78
Database
ISI
SICI code
1010-6030(1996)96:1-3<71:PSOSS>2.0.ZU;2-I
Abstract
A study of the photochemical behaviour of three substituted s-triazine s with low photoreactivity has been carried out. The photoproducts for med via irradiation at lambda > 300 nm of solutions of s-triazines sub stituted by 4-amino benzylidene camphor (TABC), 4-amino diisobutyl ben zal malonate (TBMA) or 4-amino-2-ethylhexylbenzoate (TPAB) in methanol under aerated conditions have been identified. In methanol the direct irreversible phototransformation quantum yields are very low (10(-4)- 10(-6)). The irradiation of the compound TABC leads to an aldehyde fun ction attached to a position para to the aromatic ring by oxidative sc ission of the conjugated ethylenic bond. In the case of the compound T PAB the scission of an NH-Phi bond gives a photoproduct with a primary amino group attached to the s-triazine. The irradiation of the compou nd TBMA provokes the scission of the conjugated ethylenic bond, leadin g to an aldehyde function. In this case a tautomeric form of the initi al molecule has also been proposed.