CHED 686 |
| The synthesis of novel alkynyl substituted 1,4-bis(chloromethyl)-2,3-diphenylbenzenes has great potential in the application of “Click” chemistry to PPVs for use in a variety of areas The synthesis of alkynyl derivatives was investigated via an initial Diels-Alder reaction using 2,5-dicarboethoxy-3,4-diphenylcyclopentadienone as the diene and 1-trimethylsilyl-1,4-pentadiyne, 1-trimethylsilyl-1,7-octadiyne, or 1-trimethylsilyl-4-oxa-1,6-heptadiyne as the dieneophiles. Deprotection of these compounds with typical reagents leads to the expected alkynes and allenes as byproducts. The reduction and conversion of each compound to the corresponding bis(chloromethyl) derivatives has been carried out. Polymerization by a modified Gilch procedure yields the corresponding alkynyl PPVs. |
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Undergraduate Research Poster Session: Polymer Chemistry
11:00 AM-1:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster
Division of Chemical Education |