Abstract
AbstractThis work describes the synthesis of a PIB‐bound hexamethylphosphoramide (HMPA) analog and its applications as a recyclable catalyst in allylation of aldehydes and reduction of enones in a recyclable poly(α‐olefin) (PAO) polymeric solvent. Kinetic studies of the allylation reaction show that this PIB‐bound HMPA analog is as active as HMPA in dichloromethane and PAO and that this PIB‐bound catalyst is comparably reactive in heptane and in a PAO solvent. The PIB‐bound HMPA catalyst has high phase selective solubility in PAO versus a polar solvent. By using this catalyst in a nonvolatile separable PAO solvent, this catalyst recyclability can be coupled to solvent recyclability, something that is less feasible in a conventional heptane solvent. The result is good recycling of catalyst and solvent through at least 5 cycles using simple gravity‐based liquid/liquid extractions. This is in contrast to HMPA or conventional solvents which are less recyclable.
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