Analogs of Grubbs' second generation catalyst with hydrophilic phosphine ligands are synthesized, and those with Cy2PCH2CH 2N(CH3)3+ Cl- and Cy 2PCHCH2CH2N(CH3)2 +CH2CH2 Cl- give much faster ring closing metatheses under CH2Cl2/aqueous or CH 2Cl2/aqueous HCl biphasic as opposed to CH 2Cl2 monophasic conditions. This is attributed to rapid phase transfer of the dissociated ligand to the aqueous phase, where under acidic conditions it is protonated.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry