On April 10, 2002, Busch, Brett B.; Paz, Manuel M.; Shea, Kenneth J.; Staiger, Chad L.; Stoddard, Jonathan M.; Walker, James R.; Zhou, Xian-Zhi; Zhu, Huide published an article.Synthetic Route of 5034-06-0 The title of the article was The Boron-Catalyzed Polymerization of Dimethylsulfoxonium Methylide. A Living Polymethylene Synthesis. And the article contained the following:
Trialkyl and aryl organoboranes catalyze the polymerization of dimethylsulfoxonium methylide (1). The product of the polymerization is a tris-polymethylene organoborane. Oxidation affords linear telechelic α-hydroxy polymethylene. The polymer mol. weight was found to be directly proportional to the stoichiometric ratio of ylide/borane, and polydispersities as low as 1.01-1.03 have been realized. Although oligomeric polymethylene has been the most frequent synthetic target of this method, polymeric star organoboranes with mol. weights of 1.5 million have been produced. The average turnover frequency at 120° in 1,2,4,5-tetrachlorobenzene/toluene is estimated at >6 × 106 g of polymethylene (mol boron)-1 h-1. The mechanism of the polyhomologation reaction involves initial formation of a zwitterionic organoborane-ylide complex which breaks down in a rate-limiting 1,2-alkyl group migration with concomitant expulsion of a mol. of DMSO. The reaction was found to be first order in the borane catalyst and zero order in ylide. DMSO does not interfere with the reaction. The temperature dependence of the reaction rate yielded the following activation energy parameters (toluene, ΔH⧧ = 23.2 kcal/mol, ΔS⧧ = 12.6 cal deg/mol, ΔG⧧ = 19.5 kcal/mol; THF, ΔH⧧ = 26.5 kcal/mol, ΔS⧧ = 21.5 cal deg/mol, ΔG⧧ = 20.1 kcal/mol). The experimental process involved the reaction of trimethyloxosulphonium chloride(cas: 5034-06-0).Synthetic Route of 5034-06-0
The Article related to dimethylsulfoxonium methylide living polymerization boron catalyst kinetics mechanism, polymethylene preparation dimethylsulfoxonium methylide living polymerization boron catalyst and other aspects.Synthetic Route of 5034-06-0
Referemce:
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