ISSN:
1436-2449
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
,
Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
,
Physics
Notes:
Abstract. The palladium-catalyzed three-component coupling reaction of acetylenes, aryl halides, and hydride and its application to polymer synthesis are described. The coupling reaction of 1,2-diphenylacetylene, iodobenzene, and sodium diethyl benzylmalonate was carried out at 80 °C for 48 h in 1,4-dioxane with Pd(OAc)2/tri-o-tolylphosphine, from which triphenylethylene was obtained in 71% isolated yield. The benzylic hydrogen of sodium diethyl benzylmalonate was supposed to be a hydride source in the present reaction by detecting diethyl benzalmalonate in the reaction system. Based on the results, the coupling polymerization of 1,2-bis(4-phenylethynylphenyl)ethane, 4,4′-diiodobiphenyl, and sodium diethyl benzylmalonate was carried out at 80 °C for 48 h to produce a polymer (M n=8500, M w/M n=3.0) in high yield. Using various aryl dihalides, the corresponding polymers having trisubstituted ethylene units were also obtained in high yields.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/s002890050202
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