Tandem Friedel-Crafts approach to novel perylene analogs

ORGN 799

Mark A Penick, mark.penick@utsa.edu1, Mathew P. D. Mahindaratne, mathewmahindaratne@yahoo.com2, and George R. Negrete, gnegrete@utsa.edu1. (1) Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, TX 78249-0661, (2) Chemistry, University of Texas at San Antonio (UTSA), One UTSA Circle, San Antonio, 78249
Novel perylene derivatives have been prepared by a double Friedel-Crafts reaction followed by aromatization. Heating 5-octyloxy-1-tetralol in acid gave dioctyloxyoctahydroperylene, which was partially oxidized to an anthracene derivative and fully aromatized to 3,9-dioctyloxyperylene. Preliminary chemical studies suggest that 3,9-dioctyloxyperylene is an electron donor when excited by sunlight.

 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007