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Investing in entropy: the strategy of cucurbit[<i>n</i>]urils to accelerate the intramolecular Diels–Alder cycloaddition reaction of tertiary furfuryl amines

Karen de la Vega‐Hernández, Marcos G. Suero, Pablo Ballester

2024Chemical Science16 citationsDOIOpen Access PDF

Abstract

The “Circe effect” in supramolecular catalysis: the investment in entropy of CB[7] upon substrate binding accounts for the acceleration ( k included / k bulk up to 10 4 !) of the intramolecular Diels–Alder reaction of tertiary furfuryl amines.

Topics & Concepts

Intramolecular forceCycloadditionDiels–Alder reactionChemistrySupramolecular chemistryCatalysisOrganic chemistryMoleculeSupramolecular Chemistry and ComplexesCrystallography and molecular interactionsPorphyrin and Phthalocyanine Chemistry
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