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Dipolar compound with electron delocalization and charge separation over 3 atoms From Wikipedia, the free encyclopedia
In organic chemistry, a 1,3-dipolar compound or 1,3-dipole is a dipolar compound with delocalized electrons and a separation of charge over three atoms. They are reactants in 1,3-dipolar cycloadditions.[1][2]
From top to bottom, azides, nitrones, and nitro compounds are examples of 1,3-dipoles. |
The dipole has at least one resonance structure with positive and negative charges having a 1,3 relationship which can generally be denoted as +a−b−c−, where a may be a carbon, oxygen or nitrogen, b may be nitrogen or oxygen, and c may be a carbon, oxygen or nitrogen.[3]
Known 1,3-dipoles are:
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