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Transformations of Strained Three‐Membered Rings a Common, Yet Overlooked, Motif in Heavy‐Atom Tunneling Reactions

Tim Schleif

2022Chemistry - A European Journal21 citationsDOIOpen Access PDF

Abstract

Quantum mechanical tunneling has long been recognized as an important phenomenon when considering transformations dominated by a lightweight hydrogen atom. Tunneling of heavier atoms like carbon, initially dismissed as negligible, has seen a quickly increasing number of computationally predicted and/or experimentally confirmed examples over the last decade, thus highlighting its importance for a wide variety of reactions. However, no common structural motif has been pointed out within these seemingly unconnected examples, strongly limiting the predictability of the impact of heavy-atom tunneling on a given reaction. This Concept article will provide this perspective and showcase how the recognition of the formation and cleavage of three-membered rings as common motif can inform the prediction of and research into heavy-atom tunneling reactions.

Topics & Concepts

Quantum tunnellingLimitingChemical physicsAtom (system on chip)Motif (music)Hydrogen atomPredictabilityStructural motifQuantumChemistryNanotechnologyPhysicsMaterials scienceQuantum mechanicsComputer scienceEngineeringAcousticsEmbedded systemMechanical engineeringBiochemistryGroup (periodic table)Chemical Reactions and MechanismsChemical Reactions and IsotopesCatalytic Cross-Coupling Reactions
Transformations of Strained Three‐Membered Rings a Common, Yet Overlooked, Motif in Heavy‐Atom Tunneling Reactions | Litcius