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Small Antiaromatic Rings
Author(s) -
Breslow R.
Publication year - 1968
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.196805651
Subject(s) - antiaromaticity , ion , electron , character (mathematics) , kinetic energy , resonance (particle physics) , quantum , chemistry , aromaticity , chemical physics , computational chemistry , atomic physics , physics , organic chemistry , quantum mechanics , geometry , mathematics , molecule
According to quantum mechanical calculations, systems with 4n π electrons ought to have anti‐aromatic character, i.e. be destabilized by resonance. This prediction is examined for the case of cyclopropenyl anion, the simplest system having 4n π electrons (n = 1). Isolation of compounds containing the cyclopropenyl anion has not, as yet, been achieved; however, kinetic measurements indicate the existence of the ion and confirm the unusual properties predicted.