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Reduction of Benzophenone by SmI2: The Role of Proton Donors in Determining Product Distribution
journal contribution
posted on 2005-09-15, 00:00 authored by Gregory Kleiner, Alexander Tarnopolsky, Shmaryahu HozReduction of benzophenone by SmI2 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.