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The global electrophilicity index as a metric for Lewis acidity
Andrew R Jupp1, Timothy C Johnstone, Douglas W Stephan
1Department of Chemistry, University of Toronto, 80 St. George St., Toronto, Ontario, Canada M5S 3H6. dstephan@chem.utoronto.ca.
Abstract:
The global electrophilicity index, GEI, is used as a general, quantitative and base-independent metric of Lewis acidity. This parameter has been benchmarked against the established fluoride ion affinity, FIA, for a range of 22 neutral and cationic Lewis acids from across the p-block, including boranes, trityl derivatives, phosphonium cations and sulfoxonium cations. As a demonstration of utility, the GEI is used to catalogue a library of fluoroaryl boranes as it provides a rapid tool for the comparison of a series of Lewis acids featuring peripheral substituent variation.
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