Rothemund, 3+1 and calixazulene chemistry with 6-tert-butylazulene and 6-methylazulene

ORGN 315

Daniel J. Phillips, djphillips@bethanywv.edu, Department of Chemistry, Bethany College, Main Street, Bethany, WV 26032
In order to investigate the effect of substituted azulenes for azuliporphyrin synthesis, 6-tert-butylazulene and 6-methylazulene were synthesized. The products were used in the azuliporphyrin forming reactions of Rothemund synthesis and 3+1 condensations. It had also been found earlier azulenes could form a calix[4]azulene. Would this work for substituted versions? The results for the 6-tert-butylazulene were more successful than the 6-methylazulene. Some of the Rothemund approaches and 3+1 condensations worked for the 6-tert-butylazulene as well as the calixarene reaction, but the 6-methyl version was only reactive to give the calixarene.

 

Heterocycles and Aromatics
8:00 AM-12:00 PM, Tuesday, March 27, 2007 McCormick Place Lakeside -- Room E350, Level 3, Oral

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007