Article,

Quantitative Characterization of the Global Philicity Patterns of Common Diene/Dienophile Pairs in Cycloaddition Reactions Ii: The Interacting Pair Model

, and .
Tetrahedron Letters, 56 (14): 1767-1770 (2015)
DOI: 10.1016/j.tetlet.2015.01.199

Abstract

We present a unified model of electrophilicity and nucleophilicity that considers the electrophile/nucleophile pair in an interacting regime, thereby avoiding the arbitrariness of defining them as the opposite ends of a unique reactivity scale. The model is validated against rate coefficients for the cycloaddition of azomethine ylides towards substituted acetylenes and Michael addition of a series of 1-(X-substituted pheny1)-2-propyn-1-ones towards hydrazine.

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