THE SIGMA-INDUCTIVE EFFECTS OF C=C AND C-C BONDS - PREDICTABILITY OF NMR SHIFTS AT SP(2) CARBON IN NONCONJUGATED POLYENOIC ACIDS, ESTERS AND GLYCERIDES

被引：17

作者：

HOWARTH, OW ^{[1
]}

SAMUEL, CJ ^{[1
]}

VLAHOV, G ^{[1
]}

机构：

[1] IST SPERIMENTALE ELAIOTECN,I-65013 CITTA S ANGELO,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 12期

关键词：

D O I：

10.1039/p29950002307

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The C-13 NMR shift separations in a wide range of non-conjugated polyenoic acids can be reliably predicted from the sigma-inductive theory developed previously for monoenes, with only one further adjustable parameter, the dipolar effect of one double bond upon another. Further improvements can be made by allowing the enhanced transmission of charge by an intervening double bond. Shifts in poly-ynes are also predicted, though in this case both the dipolar effect and the transmission gain approximately double. The theory also semi-quantitatively explains the small differences in carbonyl shift, used in the quantitative analysis of glycerides.

引用

页码：2307 / 2310

页数：4

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