Analogs of Grubbs’ Second Generation Catalyst with Hydrophilic Phosphine Ligands: Phase Transfer Activation of Ring Closing Alkene Metathesis
Posted on 2011-12-02 - 00:00
Analogs of Grubbs’ second generation catalyst with hydrophilic phosphine ligands are synthesized, and those with Cy2PCH2CH2N(CH3)3+ Cl– and Cy2PCHCH2CH2N(CH3)2+CH2CH2 Cl– give much faster ring closing metatheses under CH2Cl2/aqueous or CH2Cl2/aqueous HCl biphasic as opposed to CH2Cl2 monophasic conditions. This is attributed to rapid phase transfer of the dissociated ligand to the aqueous phase, where under acidic conditions it is protonated.
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Xi, Zhenxing; Bazzi, Hassan S.; Gladysz, John A. (2016). Analogs of Grubbs’ Second Generation Catalyst with Hydrophilic Phosphine Ligands: Phase Transfer Activation of Ring Closing Alkene Metathesis. ACS Publications. Collection. https://doi.org/10.1021/ol202548q
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