O-17 NMR-SPECTROSCOPY - INTRAMOLECULAR HYDROGEN-BONDING IN HYDROXYPYRIDINE CARBOXY ESTERS

被引：16

作者：

BOYKIN, DW

KUMAR, A

机构：

[1] Department of Chemistry, Georgia State University, Atlanta, Georgia

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1992年 / 29卷 / 01期

关键词：

D O I：

10.1002/jhet.5570290101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Natural abundance O-17 nmr chemical shift data for 8 aryl esters and 10 pyridine carboxy esters, including 6 ortho-hydroxy esters, recorded in acetomitrile at 75-degrees are reported. The carbonyl group O-17 nmr chemical shift data for methyl 2-, 3- and 4-pyridinecarboxylate are correlated with sigma+ constants. The hydrogen bonding component (DELTA-delta(HB)) to the ester carbonyl O-17 nmr chemical shift for the intramolecular hydrogen bonded ortho-hydroxy systems are 9.8 ppm, 13.6 ppm and 4.3 ppm for benzoates, 2-pyridinecarboxylates and 4-pyridinecarboxylates, respectively. The relationships of the ester DELTA-delta(HB) values to other hydrogen bond acceptor DELTA-delta(HB). values are discussed.

引用

页码：1 / 4

页数：4

共 23 条

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