CHED 382 |
| It is known that cyclopentadienone diesters I undergo Diels-Alder reactions with a variety of alkynes to produce aromatic diesters such as II. Extending this reaction to include alkynes that contain functional groups and/or contain multiple triple bonds has been undertaken. The reaction of I with 5-hexyne-1-ol produced the alcohol III. No interference by the alcohol function on the cyclopentadienone carbonyl was observed. Reacting two cyclopentadienones with 1,7-octadiyne provided the diaromatic IV and showed that two large aromatic groups could be placed within close proximity of each other. An elaboration of this idea involves linking multiple groups to a central core. These compounds were isolated and purified by column chromatography and structurally analyzed by 1H and 13C NMR.
|
|
Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Chemical Education |
