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首页> 外文期刊>The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory >Reactivity and Selectivity of Reactions of Small Radicals with a Multifunctional Heterocyclic Molecule: 3-(Mercaptoethyl)chinazoline-2,4-(1H,3H) dione
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Reactivity and Selectivity of Reactions of Small Radicals with a Multifunctional Heterocyclic Molecule: 3-(Mercaptoethyl)chinazoline-2,4-(1H,3H) dione

机译：小自由基与多功能杂环分子的反应活性和选择性：3-（巯基乙基）chinazoline-2,4-（1H，3H）二酮

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摘要

Using pulse radiolysis, we studied the reactions of small radicals (e~-aq, OH., N3., and .CH_2OH) with 3-(mercaptoethyl)chinazoline-2,4-(IH,3H)dione in aqueous solution. Whereas the solvated electron adds selectively to the carbonyl group near the aromatic moiety, the hydroxyl radical reacts by addition to the aromatic ring as well as by H abstraction at > N(J)H and -SH groups. Also, azide radicals nonspecifically oxidize the aromatic ring, the thiol group, or the thiolate anion and the amine group at N(I), as identified by subsequent radical products. In contrast, hydroxy methyl radicals (derived from methanol) abstract hydrogen selectively at the thiol group. The thiyl radical formed was used to study the kinetics of H abstraction in the bisallylic positions of linolenic acid. Product transient identification was performed by kinetic analysis as well as by comparison with reactions of molecules with structures less complex than that of the title compound, exhibiting relevant functional groups.
机译：使用脉冲辐射分解，我们研究了小自由基（e〜-aq，OH，N3和.CH_2OH）与3-（巯基乙基）二氮杂啉-2,4-（IH，3H）二酮在水溶液中的反应。溶剂化的电子选择性地加成到芳族部分附近的羰基上，而羟基则通过加成到芳环上以及在> N（J）H和-SH基团处通过H夺取而发生反应。另外，叠氮化物自由基非特异性地氧化芳族环，硫醇基或N（I）处的硫醇根阴离子和胺基，如随后的自由基产物所鉴定。相反，羟甲基基团（衍生自甲醇）选择性地在硫醇基团上提取氢。形成的噻吩基用于研究亚麻酸的双烯丙基位置上的H提取动力学。通过动力学分析以及与具有比标题化合物复杂的结构但显示相关官能团的分子的反应进行比较来进行产物瞬态鉴定。

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