The mechanism of oxidation of NADH analogues 4. Photooxidation of N-acetyl-substituted 1,4-dihydropyridine in the presence of quinones

被引:9
|
作者
Polyakov, NE [1 ]
Kruppa, AI
Leshina, TV
Lusis, V
Muceniece, D
Duburs, G
机构
[1] Russian Acad Sci, Inst Chem Kinet & Combust, Novosibirsk 630090, Russia
[2] Inst Organ Synth, LV-226002 Riga, Latvia
关键词
1,4-dihydropyridine; quinone; CIDNP; photooxidation; deacetylation;
D O I
10.1016/S1010-6030(97)00245-1
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
Mechanism of photoinitiated oxidation of N-acetyl-3,5-dicarbomethoxy-4-phenyl-1,4-dihydropyridine (I) in the presence of quinones has been studied by means of CIDNP method in polar solvents. 3,5-Dicarbomethoxy-4-phenyl-pyridine (II) has been identified to be the main reaction product. It has been found that the process involves the radical ions as well as neutral radicals of dihydropyridine and quinone. Sigmatropic rearrangement (1-3 shift) has been suggested to occur in N-centered dihydropyridine radicals. (C) 1997 Elsevier Science S.A.
引用
收藏
页码:61 / 64
页数:4
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