季戊四醇双缩苯乙二酮异构体的NMR研究

波谱学杂志 ›› 2011, Vol. 28 ›› Issue (1): 153-159.

季戊四醇双缩苯乙二酮异构体的NMR研究

张震威¹，席海涛¹，高亚军²，孙小强^1*，云志³

1. 常州大学精细石油化工重点实验室，江苏常州 213164； 
2. 南京大学化学化工学院，江苏南京 210093；
3. 南京工业大学化学化工学院，江苏南京 210009

收稿日期:2010-05-24 修回日期:2010-08-22 出版日期:2011-03-05 发布日期:2011-03-05
基金资助:
国家自然科学基金资助项目(20872051).

Isomers of Pentaerythritol Diacetals: NMR Spectroscopy and Theoretical Computation

ZHANG Zhen-Wei¹, XI Hai-Tao¹, GAO Ya-Jun², SUN Xiao-Qiang^1*, YUN Zhi³

1. Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, China;
2. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China; 
3. School of Chemistry and Chemical Engineering, Nanjing University of Technology, Nanjing 210009, China

Received:2010-05-24 Revised:2010-08-22 Online:2011-03-05 Published:2011-03-05
Supported by:
国家自然科学基金资助项目(20872051).

摘要/Abstract

摘要：

合成并利用¹H NMR表征了3,3′-二甲基-3,3′-二苯基-2,2′,4,4′-四氧杂螺[5, 5]十一烷（简称季戊四醇双缩苯乙二酮），用Gaussian03软件中B3LYP/6-311+g*对化合物进行势能扫描，得到4种稳定结构. 用B3LYP/6-311++g**方法预测季戊四醇双缩苯乙二酮异构体的氢化学位移，得到的最稳态结构的氢化学位移与实验值偏差较小，并用CHK文件生成了异构体电子云密度等高线图，其电子云密度图说明静电屏蔽作用与氢质子化学位移的变化一致.

关键词: 核磁共振（NMR）, 季戊四醇双缩苯乙二酮, 计算, 图形化

Abstract:

The compound 3,3-dimethyl-3,3′-dibenzyl-2,2′,4,4′-tetraoxaspiro[5, 5] undecane was synthesized. ¹H NMR spectroscopy and theoretical computation was used to characterize the hydrogen atoms in the compound. With Gaussian03 software package, the results of potential energy scanning revealed that four possible conformations existed for the undecane. The ¹H chemical shifts of the four possible isomers were calculated under B3LYP/6-311+g** level. The isomer showed the smallest difference between the theoretical results and experimental results was considered to be the correct conformation. The electron density maps of different isomers were drawn from its CHK files, which revealed electrostatic shielding that was consistent with the change of ¹H chemical shift.

Key words: NMR, pentaerythritol diacetals, computation, graphical

中图分类号:

O641

张震威, 席海涛, 高亚军, 孙小强, 云志. 季戊四醇双缩苯乙二酮异构体的NMR研究[J]. 波谱学杂志, 2011, 28(1): 153-159.

ZHANG Zhen-Wei, XI Hai-Tao, GAO Ya-Jun, SUN Xiao-Qiang, YUN Zhi. Isomers of Pentaerythritol Diacetals: NMR Spectroscopy and Theoretical Computation[J]. Chinese Journal of Magnetic Resonance, 2011, 28(1): 153-159.

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