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σ–π Energy diagrams for substituted rings
Author(s) -
Jug Karl,
Matuschewski Marta,
Köster Andreas M.
Publication year - 1993
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610061202
Subject(s) - chemistry , substituent , aromaticity , ring (chemistry) , computational chemistry , representation (politics) , cluster analysis , molecule , stereochemistry , organic chemistry , politics , political science , computer science , law , machine learning
The recently developed σ–π energy separation technique was applied to substituted monocyclic ring systems. Modified correlation diagrams are presented which allow the influence of the substituent on the σ and π energies to be assessed. The slopes of the σ and π electron energy curves can be used to classify aromatic, non‐aromatic and anti‐aromatic compounds. A two‐dimensional resonance coordinate representation shows a clustering of compounds of the three classes in distinctly different regions of this plane.