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Manifestations of Antiaromaticity in Organic Materials: Case Studies of Cyclobutadiene, Borole, and Pentalene

Calvin Hong, J. C. Baltazar, John D. Tovar

2022European Journal of Organic Chemistry68 citationsDOIOpen Access PDF

Abstract

Abstract This Review surveys the experimental and synthetic history of three classic antiaromatic cores: cyclobutadiene, borole, and pentalene. The coverage extends from the bare molecular cores to fused or substituted variants that impart thermodynamic or kinetic stability to the antiaromatic systems. Recent studies to utilize the unusual properties of these antiaromatic cores in the context of advanced electronic materials are discussed.

Topics & Concepts

AntiaromaticityCyclobutadienePentaleneContext (archaeology)ChemistryComputational chemistryOrganic chemistryGeologyPaleontologyMoleculeAromaticitySynthesis and Properties of Aromatic CompoundsOrganoboron and organosilicon chemistryMolecular Junctions and Nanostructures
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