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On the Question of Stepwise [4+2] Cycloaddition Reactions and Their Stereochemical Aspects

Radomir Jasiński

2021Symmetry43 citationsDOIOpen Access PDF

Abstract

Even at the end of the twentieth century, the view of the one-step [4+2] cycloaddition (Diels-Alder) reaction mechanism was widely accepted as the only possible one, regardless of the nature of the reaction components. Much has changed in the way these reactions are perceived since then. In particular, multi-step mechanisms with zwitterionic or diradical intermediates have been proposed for a number of processes. This review provided a critical analysis of such cases.

Topics & Concepts

CycloadditionDiradicalChemistryMechanism (biology)Reaction mechanismComputational chemistryStepwise reactionComputer scienceOrganic chemistryCatalysisPhilosophyEpistemologyPhysicsOrder of reactionKineticsSinglet stateExcited stateQuantum mechanicsNuclear physicsReaction rate constantOrganic Chemistry Cycloaddition ReactionsFree Radicals and AntioxidantsOxidative Organic Chemistry Reactions
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