Synthesis and Evaluation of New Intramolecular Cure Intermediates.
Abstract
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 bis(triphenylphosphine)palladium(II)dichloride 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.
Document Details
- Document Type
- Technical Report
- Publication Date
- Sep 01, 1982
- Accession Number
- ADA125674
Entities
People
- William A. Feld
Organizations
- Wright State University