A. P. Melissaris, M. Litt
Jul 1, 1994
Citations
0
Influential Citations
14
Citations
Journal
Macromolecules
Abstract
Six new di-p-ethynyl-substituted benzyl phenyl ether monomers were synthesized in high yield by a three-step synthetic route. Dibromo-end-capped compounds of the desired chemical structure were synthesized and oxidatively coupled with 2-methyl-3-butyn-2-ol in the presence of Pd(0)/Cu(I), generating the corresponding bis(butynol) adducts in high yield and purity. The intermediate bis(butynol) adducts were deprotected in a new convenient system, NaOH/1-BuOH. This system could be applied to all the intermediates. NaOH has a high solubility in reflexing 1-butanol; the high boiling point of 1-BuOH reduced the reaction time required for deprotection to less than 1 h. The overall yields ranged from 75 to 85%