Experimental and computational insights into the mechanism of FLP mediated selective C–F bond activation
Richa Gupta, Dániel Csókás, Kenneth Lye, Rowan D. Young
Abstract
is key to the realisation of the forward C-F activation reaction in benzotrifluorides. Selectivity in this reaction can be attributed to both the installation of bulky Lewis bases geminal to residual C-F sites and from electronic re-ordering of kinetic barriers (of C-F sites in products and starting materials) arising from the electron withdrawing nature of the pyridinium, phosphonium and sulfonium groups.
Topics & Concepts
ChemistryFrustrated Lewis pairGeminalLewis acids and basesActivation energyStereochemistrySelectivityComputational chemistryCatalysisOrganic chemistryFluorine in Organic ChemistryOrganoboron and organosilicon chemistryInorganic Fluorides and Related Compounds