THE SPIN DELOCALIZATION SUBSTITUTENT PARAMETER SIGMA-JJ .5. CORRELATION-ANALYSIS OF F-19 CHEMICAL-SHIFTS OF SUBSTITUTED TRIFLUOROSTYRENES - THE UNRESOLVED POLAR SUBSTITUENT PARAMETER SIGMA-MB

被引:22
作者
JI, GZ
JIANG, XK
ZHANG, YH
YUAN, SG
YU, CX
SHI, YQ
ZHANG, XL
SHI, WT
机构
[1] Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai, 200032
关键词
D O I
10.1002/poc.610031005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 19F NMR spectra of 30 substituted α,β,β‐trifluorostyrenes (Y‐TFSs, 1) covering a diverse range of substituents are reported and discussed. Values (δF1, δF2, Δδ3 − 1 and Δδ3 − 2) derived from the 19F NMR chemical shifts of the fluorine atoms of 1 are found to correlate very well with σI and σ R0. The results of the correlations of the 19F chemical shifts with dual (σF and σR) and triple parameter (σF, σR and σα) treatments are compared. An unresolved substituent parameter σmb, is proposed for applications to systems in which the substitutent Y interacts with a multiple bond and is compared with σ+. Copyright © 1990 John Wiley & Sons Ltd.
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页码:643 / 650
页数:8
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