ELECTROCHEMISTRY IN THE PRESENCE OF CYCLODEXTRINS .5. ASYMMETRIC INDUCTION OBSERVED FOR DIMERIZATION OF ACETOPHENONE IN A NONAQUEOUS MEDIUM

被引:22
作者
MARTRE, AM
MOUSSET, G
POUILLEN, P
PRIME, R
机构
[1] Laboratoire d'Electrochimie Organique, Unité Associée au CNRS no. 434. Thermodynamique et Electrochimie en Solution, Université Blaise Pascal, 63177 Aubiere Cedex, 24, Avenue des Landais
关键词
ACETOPHENONE; CYCLODEXTRINS; ASYMMETRIC INDUCTION;
D O I
10.1016/0013-4686(91)85072-F
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
The electrochemical reduction of acetophenone in DMF in the presence of alpha-, beta- and gamma-cyclodextrins is examined. Three head-to-tail dimers are isolated and their structures determined. Two of them are identical to those obtained in an aqueous basic medium, the third results from an aromatization reaction. Asymmetric induction is observed but leads to optical rotations different to those obtained when electrolyses are performed in aqueous medium.
引用
收藏
页码:1911 / 1914
页数:4
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