Reduction of benzophenone by SmI2:: The role of proton donors in determining product distribution

被引:23
作者
Kleiner, G [1 ]
Tarnopolsky, A [1 ]
Hoz, S [1 ]
机构
[1] Bar Ilan Univ, Dept Chem, IL-52900 Ramat Gan, Israel
关键词
D O I
10.1021/ol051623q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reduction of benzophenone by Sml(2) yields benzopinacol. Addition of proton donors results in an initial increase in the amount of the benzhydrol formed. However, the ratio benzhydrol/benzopinacol reaches a maximum, decreases, and then levels off as the proton donor concentration is further increased. The position of the maximum and its height depend on the proton donor concentration and its kinetic acidity. The momentary concentration of the intermediate radicals governs the product distribution.
引用
收藏
页码:4197 / 4200
页数:4
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