COMPLETE ASSIGNMENT OF H-1 AND C-13 NMR-SPECTRA OF CHLOROBENZANTHRONES

被引：11
|
作者：
TAKEKAWA, M [1 ]
AOKI, J [1 ]
IWASHIMA, S [1 ]
UEDA, T [1 ]
机构：
[1] MEISEI UNIV,DEPT CHEM,HINO,TOKYO 191,JAPAN
来源：
MAGNETIC RESONANCE IN CHEMISTRY | 1994年 / 32卷 / 02期
关键词：
H-1; NMR; C-13; CHLOROBENZANTHRONES; CL-SUBSTITUENT EFFECT; ANOMALOUS DOWNFIELD SHIFT;
D O I：
10.1002/mrc.1260320205
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
H-1 and C-13 NMR studies were carried out on benzanthrone and 3-, 4-, 6-, 8-, 9-, 10- and 11-chlorobenzanthrone. Complete assignments of proton and carbon resonances were made with the aid of HH-COSY, NOESY, CH-COSY and HMBC techniques. Substitution effects of a chlorine atom are not large, but give a systematic change particularly in C-13 shift values. The anomalous downfield shift of the H-1 signal in 11-chlorobenzanthrone was explained by the electrostatic attraction between the electronegative Cl atom, based on the result of an MNDO-PM3 calculation.
引用
收藏
页码：87 / 92
页数：6
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