Accession Number : ADA185300

Title :   Thermally Stable Aromatic Structures from Acyclic Precursors. 1. Para-Polyphenylene Model Compounds from 3-Dimethylaminohex-5-EN-1-YNES.

Descriptive Note : Final rept. Mar 85-Mar 86,

Corporate Author : AIR FORCE WRIGHT AERONAUTICAL LABS WRIGHT-PATTERSON AFB OH

Personal Author(s) : Unroe, Marilyn R ; Reinhardt, Bruce A

PDF Url : ADA185300

Report Date : Jul 1987

Pagination or Media Count : 53

Abstract : Condensation of N,N-dimethyl-(3phenylprop-2-ynyl) amines with cinnamyl bromides of various structure afford cinnamyldimethyl-(3-phenylprop-2-vinyl) ammonium bromides in high yield. Without isolation, the ammonium salts can undergo both (3,2) and (1,2) base catalyzed Stevens rearrangements to the corresponding 3-dimethylamino-1,4-diphenylhex-5-en-1-ynes. Subsequent heating of the rearranged products closes the (3,2) linkages preferentially forming the all para-polyphenyls which are isolated easily from the reaction mixtures.

Descriptors :   *AMINES, PHENYL RADICALS, METHYL RADICALS, BROMIDES, AMMONIUM COMPOUNDS, SYNTHESIS(CHEMISTRY)

Subject Categories : Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE