Effect of Intramolecular Donor-Acceptor Interactions on the Radiolysis of Organic Compounds: Effects in Acetylacetone

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2023-08-11 DOI:10.1134/S0012501622600188

S. I. Vlasov, A. V. Ponomarev, B. G. Ershov

引用次数: 0

Abstract

It has been shown for acetylacetone as an example that the intramolecular hydrogen bond significantly affects the radiolytic transformations of organic compounds by suppressing the proton transfer from the primary radical cation to the molecule and also by promoting cleavage of the C–OH bond in the enol form. Due to these effects, the major heavy product of radiolysis at 295 K is 4-oxopent-2-en-2-yl acetate. Under boiling conditions (413 K), hydrogen bonds are cleaved, resulting in the predominant formation of 4-hydroxy-2-pentanone, which is not detected at 295 K.

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分子内供体-受体相互作用对有机化合物辐射分解的影响:对乙酰丙酮的影响

以乙酰丙酮为例，分子内氢键通过抑制质子从初级自由基阳离子向分子的转移和促进烯醇形式的C-OH键的裂解，显著影响有机化合物的辐射分解转化。由于这些影响，295k下放射性溶解的主要重产物是4-氧氧苯-2-烯-2-乙酸酯。在沸点条件下(413 K)，氢键被劈裂，导致主要形成4-羟基-2-戊酮，而在295 K时没有检测到。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.