Two photoisomerization mechanisms of 4-amino-3-penten-2-one: Hydrogen-atom migration and internal rotation

被引：9
|
作者：
Yaehata, Hiroshi [1 ]
Nagaya, Maki [1 ]
Kudoh, Satoshi [1 ]
Nakata, Munetaka [1 ]
机构：
[1] Tokyo Univ Agr & Technol, Grad Sch BASE, Koganei, Tokyo 1848588, Japan
来源：
CHEMICAL PHYSICS LETTERS | 2006年 / 424卷 / 4-6期
关键词：
D O I：
10.1016/j.cplett.2006.04.045
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Photoisomerization mechanism of 4-amino-3-penten-2-one, a chelated keto-enamine isomer, has been studied by low-temperature matrix-isolation infrared (IR) spectroscopy. Conformations of the reactant and two photoproducts were determined by comparison of the observed IR spectra with the calculated spectral patterns obtained by density-functional-theory (DFT) calculations. It is concluded that two isomers are produced upon UV irradiation: a non-chelated keto-enamine isomer by internal rotation around the CH=C bond with breaking the intramolecular hydrogen bond, and an imino-enol isomer by hydrogen-atom migration from the amino group to the carbonyl group. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码：279 / 284
页数：6
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