ESTIMATION OF CHEMICAL SHIFTS OF OLEFINIC PROTONS USING ADDITIVE INCREMENTS .3. EXAMPLES OF UTILITY IN NMR STUDIES AND IDENTIFICATION OF SOME STRUCTURAL FEATURES RESPONSIBLE FOR DEVIATIONS FROM ADDITIVITY

被引:104
作者
MATTER, UE
PASCUAL, C
PRETSCH, E
PROSS, A
SIMON, W
STERNHEL.S
机构
[1] Department of Organic Chemistry, University of Sydney, Sydney, NSW
关键词
D O I
10.1016/S0040-4020(01)82823-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Examples of utilization of the additive shielding parameters for olefinic protons in making NMR assignments are given and modifications of some published data are suggested. The role of ground-state mesomeric effects on chemical shifts in numerous classes of alkenes is stressed. Some structural features associated with significant deviations from results calculated on the basis of the additivity principle are: (i) unusual juxtaposition of remote functional groups, (ii) planar conjugated carbonyl derivatives, (iii) bicyclic olefins and dienes, (iv) vinyl ethers in which the lone pairs on the oxygen are constrained into certain conformations, (v) vinyl iodides. © 1969.
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页码:2023 / &
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