Two independent and consecutive Michael addition of 1,3-dimethylbarbituric acid to (2,6-diarylidene)cyclohexanone: Flying-bird-shaped 2D-polymeric structure

IF 1.3 3区化学 Q3 CHEMISTRY, ORGANIC

Heterocyclic Communications Pub Date : 2022-01-01 DOI:10.1515/hc-2022-0009

N. Pesyan, Saman Mousavi, E. Şahin

引用次数: 1

Abstract

Abstract Two independent and consecutive intermolecular Michael addition of 1,3-dimethylbarbituric acid to 2,6-diarylidenecyclohexanone as an α,β-unsaturated ketone leads to synthesis of a new type of meso form 5,5′-((2-oxocyclohexane-1,3-diyl)bis(arylmethylene))bis(1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione) in good yield. These compounds showed a 2D-polymeric structure via intermolecular H-bonds. Structure elucidation is carried out by 1H NMR, 13C NMR, FT-IR, and X-ray diffraction analyses. A plausible reaction mechanism is discussed. Graphical abstract

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1,3-二甲基巴比妥酸对(2,6-二芳二烯)环己酮的两个独立和连续的Michael加成:飞鸟形状的2d聚合物结构

摘要:1,3-二甲基巴比妥酸在2,6-二芳基二环己酮分子间两个独立连续的Michael加成为α，β-不饱和酮，合成了一种新型的中间体形式5,5 ' -((2-氧环己烷-1,3-二基)二(芳基亚甲基))二(1,3-二甲基嘧啶-2,4,6(1H,3H,5H)-三酮)，收率高。这些化合物通过分子间氢键表现出二维聚合物结构。通过1H NMR, 13C NMR, FT-IR和x射线衍射分析进行了结构解析。讨论了一种合理的反应机理。图形抽象

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来源期刊

Heterocyclic Communications 化学-有机化学

CiteScore

3.80

自引率

4.30%

发文量

审稿时长

1.4 months

期刊介绍： Heterocyclic Communications (HC) is a bimonthly, peer-reviewed journal publishing preliminary communications, research articles, and reviews on significant developments in all phases of heterocyclic chemistry, including general synthesis, natural products, computational analysis, considerable biological activity and inorganic ring systems. Clear presentation of experimental and computational data is strongly emphasized. Heterocyclic chemistry is a rapidly growing field. By some estimates original research papers in heterocyclic chemistry have increased to more than 60% of the current organic chemistry literature published. This explosive growth is even greater when considering heterocyclic research published in materials science, physical, biophysical, analytical, bioorganic, pharmaceutical, medicinal and natural products journals. There is a need, therefore, for a journal dedicated explicitly to heterocyclic chemistry and the properties of heterocyclic compounds.