On the role of samarium/HMPA in the post electron-transfer steps in SmI2 reductions.

Org Lett

Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel.

Published: March 2008

The reaction of p,p'-dichlorobenzophenone with SmI2 was studied in the presence of variable amounts of HMPA. The electron-transfer step takes place instantaneously. In the presence of excess substrate, the addition of HMPA retarded the rate of coupling to pinacol by a factor of 250. In the presence of an excess of SmI2, the initial rate retardation is followed by a dramatic increase in rate.

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Source
http://dx.doi.org/10.1021/ol7029883DOI Listing

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