Synthesis of an indeno[5]helicene and related compounds with a phenyl substituent at the sterically hindered C-1 position

ORGN 660

Yanzhong Zhang, Jeffrey L. Petersen, and Kung K. Wang. C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506-6045
An efficient synthetic route to 2, a 1-phenyl[5]helicene derivative, and related compounds was developed by treatment of 1 and related precursors with potassium t-butoxide under refluxing toluene. The phenyl substituent in 2 is at the sterically hindered C-1 position of the [5]helicene moiety. The X-ray structure of 2 shows that it has a severely distorted aromatic framework.

 

New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004