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.
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
.
DOI: 10.11938/cjmr20172595
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