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Complete assignment of 1H and 13C NMR spectra of chlorobenzanthrones

✍ Scribed by Minoru Takekawa; Junji Aoki; Satoshi Iwashima; Toyotoshi Ueda

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
457 KB
Volume
32
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

^1^H and ^13^C 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 ^13^C 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.

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