Synthesis and Evaluation of New Intramolecular Cure Intermediates.
Final technical rept. 1 Apr-30 Sep 82,
WRIGHT STATE UNIV DAYTON OHIO DEPT OF CHEMISTRY
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The objectives of this research were the synthesis of 1,4,4,7-tetraphenyl-hepta-1,6-diyne-3,5-dione, 1,3,4,6-tetraphenylhexa-3-ene-1,5-diyne, 3-amino-2-m-aminophenylethynyl-N-phenylbenzamide and 4-amino-2-m-aminophenylethynyl-N-phenylbenzamide and their evaluation as potential intramolecular cure IMC agents. The reaction of diphenylmalonyl dichloride with phenylacetylene in the presence of bistriphenylphosphinepalladiumIIdichloride yields diphenylbutadiyne as the major product. The reaction of similarly substituted malonyl dichlorides with cuprous phenylacetylide yields only diphenylbutadiyne. The reaction of phenylethynylmagnesium bromide with substituted malonaldehydes followed by oxidation of the resulting diol to a diketone represents a better synthetic method if the malonaldehydes are available.
- Organic Chemistry
- Manufacturing and Industrial Engineering and Control of Production Systems