O-17 NMR SPECTROSCOPIC STUDY OF SUBSTITUTED 9-FLUORENONES

被引:5
作者
BOYKIN, DW
NOWAKWYDRA, B
机构
[1] Department of Chemistry, Georgia State University, Atlanta, Georgia
关键词
O-17 NMR CHEMICAL SHIFTS; 9-FLUORENONES;
D O I
10.1002/mrc.1260290211
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The O-17 NMR chemical shift data for 23 9-fluorenones in acetonitrile at 75-degrees-C are reported. O-17 NMR data for the 3-substituted 9-fluorenones are correlated with O-17 NMR data for 4-substituted acetophenones. Chemical shift data for 1-halogeno-9-fluorenones are deshielded relative to the 3-isomers, suggesting important repulsive van der Waals interactions. The keto carbonyl signal for 9-fluorenone-1-carboxylic acid is substantially shielded, as expected, from intramolecular hydrogen bonding. The data for several multi-substituted 9-fluorenones demonstrate that substituent effects are additive for the 9-fluorenones.
引用
收藏
页码:152 / 155
页数:4
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