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The Challenge of Reproducing with Calculations Raw Experimental Kinetic Data for an Organic Reaction

Raúl Pérez‐Soto, María Besora, Feliu Maseras

2020Organic Letters41 citationsDOI

Abstract

DFT calculations and microkinetic simulations are applied to the reproduction of previously reported experimental results on the evolution of product concentration versus time in the condensation reaction of n-butylamine and benzaldehyde. The mechanism is complicated by the role played by water impurities as proton shuttles. Several functionals and other approaches are tested, yet good agreement is only achieved upon the usage of an adjustment consisting of a directed biasing of the computed DFT free energies.

Topics & Concepts

ChemistryBenzaldehydeKinetic energyComputational chemistryProtonCondensationReaction mechanismThermodynamicsOrganic chemistryCatalysisPhysicsQuantum mechanicsAdvanced Chemical Physics StudiesSpectroscopy and Quantum Chemical StudiesPhotochemistry and Electron Transfer Studies
The Challenge of Reproducing with Calculations Raw Experimental Kinetic Data for an Organic Reaction | Litcius