6-硝基-7-二异丙基香豆素磷酸酯的结构确定

波谱学杂志 ›› 2010, Vol. 27 ›› Issue (4): 635-641.

6-硝基-7-二异丙基香豆素磷酸酯的结构确定

陈晓岚^1*, 徐少华^1, 屈凌波^1,2, 袁金伟², 李锡勇¹, 王俊亮¹, 李会娜¹

1. 郑州大学化学系河南省化学生物学与有机化学重点实验室，河南郑州 450052;
2. 河南工业大学化学化工学院，河南郑州 450051

收稿日期:2009-11-06 修回日期:2010-01-11 出版日期:2010-12-05 发布日期:2010-12-05
基金资助:
国家自然科学基金资助项目(2107218)，河南省科技创新杰出人才计划资助项目.

Spectroscopic Characterization of 6-Nitryl-7-diisopropyl Coumarin Phosphate

CHEN Xiao-Lan^1*, XU Shao-Hua¹, QU Ling-Bo^1,2, YUAN Jin-Wei², LI Xi-Yong¹, WANG Jun-Liang¹, LI Hui-Na¹

1. Key Laboratory of Chemical Biology and Organic Chemistry, Department of Chemistry, Zhengzhou University, Zhengzhou 450052, China;
2. School of Chemistry & Chemical Engineering, Henan University of Technology, Zhengzhou 450001, China

Received:2009-11-06 Revised:2010-01-11 Online:2010-12-05 Published:2010-12-05
Supported by:
国家自然科学基金资助项目(2107218)，河南省科技创新杰出人才计划资助项目.

摘要/Abstract

摘要：

以7-羟基香豆素为原料，与硝酸在乙醇中反应得到了其硝化产物，发现硝化后的香豆素不能通过传统的Atherton- Todd反应实现磷酰化，通过改进反应条件即加入少量碳酸钾，顺利得到其相应的磷酰化产物. 利用核磁共振(NMR)技术，确认得到的磷酰化产物是6-硝基-7-二异丙基香豆素磷酸酯. 通过2D NMR对目标化合物的¹H 和¹³C NMR数据进行了全归属和较详细的解析，其结构进一步被X-ray晶体结构所证实. 

关键词: 核磁共振(NMR), 归属, 2D NMR, X-ray, 6-硝基-7-二异丙基香豆素磷酸酯

Abstract:

In this study, 7-hydroxycoumarin was nitrified using nitric acid in ethanol solvent to obtain 6-nitro-7-hydroxycoumarin. Phosphorylation of 6nitro-7-hydroxycoumarin, however, could not be realized using the traditional Atheron-Todd reaction. By adding a little potassium carbonate into the reaction vessel, the phosphorylation reaction occurred successfully. Complete assignment of the ¹H and ¹³C NMR chemical shifts of phosphorylated 6-nitro-7-hydroxycoumarin was achieved with 2D NMR techniques, including DEPT, ¹H-¹H COSY, HSQC and HMBC. The structure of the compound was also elucidated by X-ray crystallography.

Key words: NMR, assignment, 2D NMR, X-ray crystallography, 6-nitryl-7-diisopropyl coumarin phosphate

中图分类号:

O641

陈晓岚, 徐少华, 屈凌波, 袁金伟, 李锡勇, 王俊亮, 李会娜. 6-硝基-7-二异丙基香豆素磷酸酯的结构确定[J]. 波谱学杂志, 2010, 27(4): 635-641.

CHEN Xiao-Lan, XU Shao-Hua, QU Ling-Bo, YUAN Jin-Wei, LI Xi-Yong, WANG Jun-Liang, LI Hui-Na. Spectroscopic Characterization of 6-Nitryl-7-diisopropyl Coumarin Phosphate[J]. Chinese Journal of Magnetic Resonance, 2010, 27(4): 635-641.

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