The use of SmI2 in organic synthesis is enhanced with the addition of cosolvents and additives.  The effectiveness of some additives with SmI2 have been attributed to their ability to coordinate to the samarium metal, producing a more powerful reductant. Water has been found to be a powerful additive, increasing the efficiency of some reactions, however, the high concentration of water required often destabilizes SmI2.  Work by Hilmersson1 and recent work by Procter2 shows that the addition of amines to the SmI2-H2O system provides a robust system while providing unprecedented reactivity.  Recent kinetic and mechanistic work on the use of the SmI2-H2-O-amine system in the reduction of esters and other substrates typically resistant to reduction through single electron transfer will be presented.1. Dehl�n, A.; Hilmersson, G. J. Am. Chem. Soc. 2005  , 127, 8340-8347. 2. Szostak, M.; Spain, M.; Procter, D.J. Chem. Commun., 2011  , 47, 10254-10256.

Mechanistic study of ester reduction by SmI<sub>2</sub>-H<sub>2</sub>O-amine

244th National Meeting (2012)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.

Mechanistic study of ester reduction by SmI2-H2O-amine

Mechanistic study of ester reduction by SmI₂-H₂O-amine