葡糖衍生手性N-杂环卡宾前体波谱学数据分析

doi:10.11938/cjmr20172595

波谱学杂志 ›› 2018, Vol. 35 ›› Issue (2): 215-225.doi: 10.11938/cjmr20172595

葡糖衍生手性N-杂环卡宾前体波谱学数据分析

周中高, 元洋洋, 黄丽, 刘金香, 谢永荣

赣南师范大学化学化工学院, 江西省高校功能材料化学重点实验室, 江西赣州 341000

收稿日期:2017-09-11 出版日期:2018-06-05 发布日期:2017-10-27
通讯作者: 周中高,Tel:0797-8393670,E-mail:zhgzhou@foxmail.com E-mail:zhgzhou@foxmail.com
基金资助:
国家自然科学基金资助项目（21562002，21461002）；江西省高等学校功能材料化学重点实验室开发课题资助项目（FMC16201）.

Spectral Analysis of Glucose-Based Chiral N-heterocyclic Carbene Precursors

ZHOU Zhong-gao, YUAN Yang-yang, HUANG Li, LIU Jin-xiang, XIE Yong-rong

Key Laboratory of Jiangxi University for Functional Materials Chemistry, College of Chemistry and Chemical Engineering, Gannan Normal University, Ganzhou 341000, China

Received:2017-09-11 Online:2018-06-05 Published:2017-10-27

摘要/Abstract

摘要： 以溴代正丁烷与1-（2，3，4，6-四-O-乙酰基-β-D-吡喃葡萄糖基）咪唑（化合物1）为原料合成了溴化1-（2，3，4，6-四-O-乙酰基-β-D-吡喃葡萄糖基）-3-正丁基咪唑盐（化合物2），它是葡萄糖衍生的手性N-杂环卡宾前体.化合物2的结构中存在多个手性碳原子，导致它的核磁共振（NMR）谱较为复杂.在此，用元素分析、红外吸收光谱（IR）以及液相色谱-高分辨质谱（LC-HRMS）对它的组成进行了分析，然后利用1D和2D NMR谱（包括¹H NMR、¹³C NMR、DEPT135、DEPT90、DEPT45、COSY、¹H-¹³C HSQC、¹H-¹³C HMBC）对化合物2的¹H和¹³C NMR信号进行了归属.

关键词: 液体核磁共振(NMR), 手性氮杂环卡宾前体, 葡萄糖, 波谱分析

Abstract: 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-butylimidazolium bromide (compound 2) was synthesized with 1-bromobutane and 1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) imidazole (compound 1), which is a glucose-derived chiral N-heterocyclic carbene precursor. Multiple chiral carbon atoms in compound 2 lead to quite complex nuclear magnetic resonance (NMR) spectra. In this study, we analyzed compound 2 using elemental analysis, infrared absorption spectroscopy (IR), liquid chromatography-high resolution mass spectrometry (LC-HRMS), and assigned the ¹H NMR and 13C NMR signals with one-dimensional (1D) and two-dimensional (2D) NMR spectroscopy, including ¹H NMR, 13C NMR, DEPT135, DEPT90, DEPT45, COSY, ¹H-¹³C HSQC and ¹H-¹³C HMBC.

Key words: liquid NMR, chiral N-heterocyclic carbene precursor, glucose, spectral analysis

中图分类号:

O482.53

周中高, 元洋洋, 黄丽, 刘金香, 谢永荣. 葡糖衍生手性N-杂环卡宾前体波谱学数据分析[J]. 波谱学杂志, 2018, 35(2): 215-225.

ZHOU Zhong-gao, YUAN Yang-yang, HUANG Li, LIU Jin-xiang, XIE Yong-rong. Spectral Analysis of Glucose-Based Chiral N-heterocyclic Carbene Precursors[J]. Chinese Journal of Magnetic Resonance, 2018, 35(2): 215-225.

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葡糖衍生手性N-杂环卡宾前体波谱学数据分析

Spectral Analysis of Glucose-Based Chiral N-heterocyclic Carbene Precursors

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