An experimental and theoretical investigation of the regioselective cleavage of aromatic sulfones

被引:12
作者
Botrel, A [1 ]
Furet, E
Fourets, O
Pilard, JF
机构
[1] Ecole Natl Super Chim Rennes, Lab Physicochim, F-35700 Rennes, France
[2] Univ Rennes 1, Lab Synth & Electrosynth Organ, CNRS, UMR 6510, F-35042 Rennes, France
关键词
D O I
10.1039/b001477j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aromatic sulfones activated by strongly electron-withdrawing groups were reduced electrochemically. The radical anions produced were shown to be fairly stable. Cleavage reactions are so slow that other chemical reactions (protonation, dimerization, etc.) may take place. A theoretical study at the B3LYP level underlines that bond cleavage does not depend on the presence or not of electron-withdrawing groups substituted on the phenyl ring in the para position.
引用
收藏
页码:815 / 820
页数:6
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