Highly efficient reduction of unactivated aryl and alkyl iodides by a ground-state neutral organic electron donor

ORGN 291

Tanweer A Khan, tkhan@chem.fsu.edu, Department of chemistry and Biochemistry, Florida State University, 159-Herlong Dr # 10, Tallahassee, FL 32310 and John A Murphy, WestCHEM, Department of Pure & Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, United Kingdom.

Reactive intermediates, namely radicals and organometallics, can be formed by reduction of an organic substrate with an electron-donor. Metals in low oxidation states frequently perform this role. An aspiration in our research is to develop powerful neutral organic reducing agents to perform electron transfer reactions.

The first reductions of aryl and alkyl iodides by a neutral ground-state organic molecule have been described via radical pathway. Dimer 1 {Single Electron Transfer (S.E.T.) reagent} was successfully used for radical cylization reaction (scheme 1).

 

   

 

New Reactions and Methodology
1:00 PM-5:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- C301, Oral

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006