New synthetic routes to 1,2-disubstituted ferrocene Lewis acids

INOR 349

Krishnan Venkatasubbaiah1, Lev N. Zakharov2, Scott Kassel2, Arnold.L. Rheingold, arnrhein@chem.ucsd.edu2, and Frieder Jäkle, fjaekle@andromeda.rutgers.edu3. (1) Department of Chemistry, Rutgers University-Newark, 73 Warren Street, Olson Hall, Newark, NJ 07102, (2) Department of Chemistry and Biochemistry, University of California - San Diego, 9500 Gilman Drive, San Diego, CA 92093, (3) Department of Chemistry, Rutgers University, 73 Warren Street, Olson Hall, Newark, NJ 07102
Multifunctional Lewis acids are promising candidates for chemo- and stereoselective Lewis acid catalysis and have proven useful as activators in olefin polymerization, and as substrates for selective anion recognition. The 1,2-ferrocenylene unit is one of the most interesting backbones in the design of new Lewis acids. Electrophilic aromatic substitution chemistry represents the most commonly applied methodology for the attachment of multiple Lewis acidic centers to ferrocene, but typically results in the formation of 1,1'-disubstituted derivatives. The observed reactivity pattern is related to the fact that the presence of the first electron-withdrawing group effectively directs attack of a second electrophile to the more electron rich unsubstituted Cp ring. We report here on new routes for the synthesis of 1,2-dimetallated ferrocenes and discuss their structures and properties.
 

Polyfunctional Organoboranes: From Molecules to Materials
7:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Inorganic Chemistry

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