Use of the molybdenum hexacarbonyl-mediated tandem allenic Pauson-Khand reaction for the synthesis of a dicyclo[a,e]pentalene

ORGN 83

Hui Cao1, Judith L. Flippen-Anderson2, Jessica L. Chen1, and James M. Cook1. (1) Department of Chemistry, University of Wisconsin-Milwaukee, 3210 N. Cramer St., Milwaukee, WI 53211, (2) Naval Research Laboratory, 4555 Overlook Ave, SW, Washington, DC 20375

An approach to the 14π annulene has been developed, by employing the molybdenum hexacarbonyl-mediated tandem allenic Pauson-Khand reaction as a key step. A di-triisopropylsilyl substituted dicyclopenta[a,e]pentalene was synthesized. This 14π annulene showed some electronic delocalization, which was not observed in previous cases.

New Reactions and Methodology, Metal-Mediated Reactions, Heterocycles and Aromatics 8:00 PM-10:00 PM, Sunday, March 28, 2004 Anaheim Convention Center -- Hall A, Poster Division of Organic Chemistry The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004