Anti-Markovnikov additions of N-H, O-H and S-H bonds to electron-deficient olefins catalyzed by well-defined Cu(I) anilido, ethoxide, phenoxide and sulfido systems

INOR 444

Colleen Munro-Leighton, cmunro@ncsu.edu1, Samuel A. Delp, sadelp@ncsu.edu1, Elizabeth D. Blue, edblue@ncsu.edu1, Laurel A. Goj, lagoj@ncsu.edu1, T. Brent Gunnoe, brent_gunnoe@ncsu.edu1, and Jeffrey L. Petersen2. (1) Department of Chemistry, North Carolina State University, Box 8204, Raleigh, NC 27695-8204, (2) C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506
The monomeric Cu(I) complexes (NHC)Cu(X) (NHC=N-heterocyclic carbene, X = NHPh, OEt, OPh, SPh, SCH2Ph) catalytically add N-H, O-H and S-H bonds across the C=C bond of electron-deficient olefins, including some activated styrenes. The transformations selectively produce anti-Markovnikov products. Efforts to delineate the synthetic scope and mechanism will be discussed.
 

Organometallic: Catalysis
9:00 AM-12:00 PM, Monday, 11 September 2006 Moscone Center -- Room 310, Oral

Division of Inorganic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006