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Exploring the role of solvent polarity in mechanochemical Knoevenagel condensation: <i>in situ</i> investigation and isolation of reaction intermediates

Kerstin Scheurrell, Inês C. B. Martins, Claire A. Murray, Franziska Emmerling

2023Physical Chemistry Chemical Physics12 citationsDOIOpen Access PDF

Abstract

Raman spectroscopy and powder X-ray diffraction (PXRD). Our results indicate a direct relationship between solvent polarity and reaction kinetics, with higher solvent polarity leading to faster product (2-(4-nitrobenzylidone)malononitrile) formation. For the first time, we were able to isolate and determine the structure of an intermediate 2-(hydroxy(4-nitrophenyl)methyl)malononitrile based on PXRD data.

Topics & Concepts

Knoevenagel condensationMechanochemistryIn situPolarity (international relations)Solvent polarityChemistryIsolation (microbiology)Condensation reactionBiomimetic synthesisCondensationSolventOrganic chemistryNanotechnologyMaterials scienceCatalysisBiochemistryThermodynamicsPhysicsCellBiologyMicrobiologyX-ray Diffraction in CrystallographyCrystallography and molecular interactionsThermal and Kinetic Analysis