A study of the tautomerism of β-dicarbonyl compounds with special emphasis on curcuminoids
A study of the tautomerism of β-dicarbonyl compounds with special emphasis on curcuminoids
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DOI：
10.1016/j.tet.2008.06.065
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发表时间：
2008-08-25
期刊：
影响因子：
2.1
通讯作者：
Elguero, Jose
中科院分区：
文献类型：
--
作者：
Cornago, Pilar;Claramunt, Rosa M.;Elguero, Jose
已通过氯仿中的 C-13 NMR 光谱研究了与姜黄素和姜黄素本身相关的六种 β-二酮，以确定两种酮/烯醇互变异构体之间的平衡常数。为此，GIAO/B3LYP/6-31G** 进行了绝对屏蔽（西格玛、ppm）计算。为了建立西格玛和实验化学位移（δ、ppm）之间的关系，研究了三种简单的β-二酮（乙酰丙酮、二苯甲酰甲烷和苯甲酰丙酮）。已确定不同基团与 C=O 缀合的偏好。 (C) 2008 Elsevier Ltd. 保留所有权利。
Six beta-diketones related to curcumin and curcumin itself have been studied by C-13 NMR spectroscopy in chloroform in order to determine the equilibrium constant between the two keto/enol tautomers. In order to do this GIAO/B3LYP/6-31G** calculations of absolute shieldings (sigma, ppm) were carried out. To establish relationships between sigma and experimental chemical shifts (delta, ppm), three simple beta-diketones (acetylacetone, dibenzoylmethane and benzoylacetone) have been studied. The preference for different groups to be conjugated with the C=O has been determined. (C) 2008 Elsevier Ltd. All rights reserved.