The reduction of a carbonyl by SmI2–water is the first step in a range of reactions of synthetic importance. Although the reduction is often proposed to proceed through an initial stepwise electron-transfer–proton-transfer (ET-PT), recent work has shown that carbonyls and related functional groups are likely reduced though proton-coupled electron-transfer (PCET). In the present work, the reduction of an activated ester, aldehyde, a linear and cyclic ketone, and related sterically demanding carbonyls by SmI2–H2O was examined through a series of mechanistic experiments. Kinetic studies demonstrate that all substrates exhibit significant increases in the rate of reduction by SmI2 as [H2O] is increased. Under identical conditions, ketones and a...
Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2002.Vita.Includes bibli...
Recent work from our laboratories has shown SmI2–H2O to be a versatile, readily-accessible and non-t...
The mechanism under which proton-coupled electron transfer (PCET) occurs has great consequences for ...
The reduction of a carbonyl by SmI2–water is the first step in a range of reactions of synthetic imp...
The reduction of ketones by SmI<sub>2</sub>–water has long been thought to proceed through a reversi...
The presence of water has a significant impact on the reduction of substrates by SmI<sub>2</sub>. Th...
International audienceThe first detailed theoretical study on the synthetically important electron t...
Samarium(II) iodide–water–amine reagents have emerged as some of the most powerful reagents (<i>E</...
Mechanistic details pertaining to the SmI<sub>2</sub>–H<sub>2</sub>O-mediated reduction and reductiv...
Samarium diiodide in the presence of water and THF (SmI<sub>2</sub>(H<sub>2</sub>O)<sub><i>n</i></su...
This review focuses on recent developments from our laboratory in the field of radical reactions med...
The oxidation of substrates via the cleavage of thermodynamically strong C-H bonds is an essential p...
The first general method for efficient electron transfer reduction of carboxylic acids has been deve...
Samarium diiodide (SmI2) is one of the most widely used single-electron reductants available to orga...
The fifteen years of DOE support have encompassed two different projects, electron-transfer reaction...
Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2002.Vita.Includes bibli...
Recent work from our laboratories has shown SmI2–H2O to be a versatile, readily-accessible and non-t...
The mechanism under which proton-coupled electron transfer (PCET) occurs has great consequences for ...
The reduction of a carbonyl by SmI2–water is the first step in a range of reactions of synthetic imp...
The reduction of ketones by SmI<sub>2</sub>–water has long been thought to proceed through a reversi...
The presence of water has a significant impact on the reduction of substrates by SmI<sub>2</sub>. Th...
International audienceThe first detailed theoretical study on the synthetically important electron t...
Samarium(II) iodide–water–amine reagents have emerged as some of the most powerful reagents (<i>E</...
Mechanistic details pertaining to the SmI<sub>2</sub>–H<sub>2</sub>O-mediated reduction and reductiv...
Samarium diiodide in the presence of water and THF (SmI<sub>2</sub>(H<sub>2</sub>O)<sub><i>n</i></su...
This review focuses on recent developments from our laboratory in the field of radical reactions med...
The oxidation of substrates via the cleavage of thermodynamically strong C-H bonds is an essential p...
The first general method for efficient electron transfer reduction of carboxylic acids has been deve...
Samarium diiodide (SmI2) is one of the most widely used single-electron reductants available to orga...
The fifteen years of DOE support have encompassed two different projects, electron-transfer reaction...
Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2002.Vita.Includes bibli...
Recent work from our laboratories has shown SmI2–H2O to be a versatile, readily-accessible and non-t...
The mechanism under which proton-coupled electron transfer (PCET) occurs has great consequences for ...