S-33 AND O-17 NMR OF COMPOUNDS CONTAINING THE SO2 MOIETY - A GENERALIZATION OF THE CHLORINE EFFECT

被引:8
作者
BARBARELLA, G [1 ]
CHATGILIALOGLU, C [1 ]
TUGNOLI, V [1 ]
机构
[1] UNIV BOLOGNA,DEPARTIMENTO BIOCHIM,I-40126 BOLOGNA,ITALY
来源
JOURNAL OF MAGNETIC RESONANCE | 1990年 / 88卷 / 02期
关键词
D O I
10.1016/0022-2364(90)90184-B
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
33S and 17O chemical shifts of substrates CH3SO2Y for Y = Br, I, SeC6H4 and p-CH3C6H4SO2Y for Y = F, Cl, Br, I are reported. Evidence is provided for the existence of n → σ* conjugative interactions between the oxygen lone-pair molecular orbitals of the sulfonyl group and the vacant σ* (S-Y) MO. The trend of oxygen chemical shifts is rationalized in terms of conjugative interactions and electronegativity effects which may operate in the same or in opposite directions. © 1990.
引用
收藏
页码:277 / 283
页数:7
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