Reactivities of allenic and olefinic Michael acceptors towards phosphines
Feng An, Harish Jangra, Yin Wei, Min Shi, Hendrik Zipse, Armin R. Ofial
Abstract
The kinetics of the reactions of tributylphosphine with allenic and olefinic Michael acceptors in dichloromethane at 20 °C was followed by photometric and NMR spectroscopic methods. Combination with DFT-calculated methyl anion affinities revealed the relevance of retroaddition barriers in phosphine-catalysed reactions when mixtures of allenic and olefinic substrates are used.
Topics & Concepts
ChemistryOrganic chemistryAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisCyclopropane Reaction Mechanisms