Using soluble polymers to enforce catalyst-phase-selective solubility and as antileaching agents to facilitate homogeneous catalysis. Academic Article uri icon

abstract

  • The enforced phase-selective solubility of polyisobutylene (PIB)-bound Rh(II) catalysts in biphasic heptane/acetonitrile mixtures can be used not only to recycle these catalysts but also to minimize bimolecular reactions with ethyl diazoacetate. When cyclopropanation and O-H insertion reactions are carried out with PIB-bound Rh(II) catalysts either with or without addition of an unfunctionalized hydrocarbon polymer cosolvent, dimer by-product formation is suppressed even without slow syringe pump addition of the ethyl diazoacetate. This suppression of by-product formation is shown to be due to increased phase segregation of the soluble polymer-bound catalyst and the ethyl diazoacetate reactant. These studies also reveal that added hydrocarbon polymer cosolvents can function as antileaching agents, decreasing the already small amount of a soluble polymer-bound species that leaches into a polar phase in a biphasic mixture during a liquid/liquid separation step.

published proceedings

  • Angew Chem Int Ed Engl

altmetric score

  • 0.25

author list (cited authors)

  • Liang, Y., Harrell, M. L., & Bergbreiter, D. E.

citation count

  • 14

complete list of authors

  • Liang, Yannan||Harrell, Mary L||Bergbreiter, David E

publication date

  • July 2014

publisher