Enantiopurity determination of CN-palladacycles using 31P NMR spectroscopy with (1R,2S,5R)-menthyloxydiphenylphosphine as chiral derivatizing agent

Abstract

The known readily available phosphinite, (1R,2S,5R)-menthyloxydiphenylphosphine, was introduced as a chiral derivatizing agent for the enantiomeric purity determination of the optically active CN-palladacycles using 31P NMR spectroscopy. The advantages of the methodology proposed include opportunity of the in situ analysis, without any complications from geometric isomerism or palladacycle dechelation, with a rather high level of the palladacycle enantiomers spectral recognition. In addition, the valuable palladacycle may be recovered after its testing from the phosphinite adduct, and this phosphinite reagent may be also used for the racemic palladacycle optical resolution or for the enantiopurity increasing of the scalemic dimer.