C-13 NMR SPECTROSCOPIC STUDY OF THE TAUTOMERIC EQUILIBRIUM IN P-PHENYL SUBSTITUTED BENZOYLACETONES

被引：13

作者：

CRAVERO, RM ^{[1
]}

GONZALEZSIERRA, M ^{[1
]}

OLIVIERI, AC ^{[1
]}

机构：

[1] FAC CIENCIAS BIOQUIM & FARMACEUT ROSARIO,DEPT QUIM ANALIT,RA-2000 ROSARIO,ARGENTINA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1993年 / 06期

关键词：

D O I：

10.1039/p29930001067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Solution C-13 NMR chemical shifts are reported for a series of p-phenyl substituted benzoylacetones which undergo a fast, intramolecular proton-transfer reaction between both possible enol tautomers. This information, together with C-13 NMR spectroscopic data for related non-exchanging model compounds, allows the study of substituent-induced equilibrium shifts. The results show a systematic trend: electron-withdrawing para groups shift the equilibrium towards the methyl keto form.

引用

页码：1067 / 1071

页数：5

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