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RESEARCH PRODUCT

Towards an intrinsic nucleofugality scale: the leaving group (lg) ability in ch(3)lg model system

Paula JaramilloLuis R. DomingoPatricia Pérez

subject

Electron pairElimination reactionOrganic reactionScale (ratio)StereochemistryChemistryElectrophileLeaving groupGeneral Physics and AstronomySubstrate (chemistry)NucleofugePhysical and Theoretical Chemistry

description

Abstract For an important class of organic reactions in which a fragment of the reactants, the leaving group (LG) or nucleofuge (Z), is detached of the substrate bearing the bonding electron pair, the global electrophilicity index of the CH3LG system is proposed as a reliable descriptor of the intrinsic nucleofugality of the LG. The model is illustrated by ranking within a unique relative scale, the LG ability of 28 functional groups commonly involved in substitution and elimination reactions in organic chemistry.

yearjournalcountryeditionlanguage
2006-03-01
10.1016/j.cplett.2005.12.047