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Noncovalent interactions involving aromatic rings: correlation analysis via substituent constants
Author(s) -
Kuznetsova Olga V.,
Egorochkin Alexey N.,
Khamaletdinova Nadiya M.,
DomratchevaLvova Lada G.
Publication year - 2017
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.3662
Subject(s) - chemistry , substituent , polarizability , steric effects , computational chemistry , non covalent interactions , aromaticity , dipole , ring (chemistry) , inductive effect , resonance (particle physics) , interaction energy , electrostatics , stereochemistry , chemical physics , molecule , organic chemistry , atomic physics , hydrogen bond , physics
The elucidation of the mechanism of the substituent influence on the properties P (the interaction energies E , interring distances l , and free energies Δ G of interaction) of weak complexes involving aromatic rings is of importance not only theoretically but also from a practical standpoint. This mechanism is little understood. In this work, the literature data on the substituent influence on P properties for 42 series of complexes have been analyzed, using correlation analysis. Generally, the inductive, resonance, polarizability, and steric effects are in operation. The presence or absence of certain effects and the relation between their contributions are determined by the type of series. The polarizability effect (an electrostatic ion‐dipole interaction) is caused by an excess charge appearing on the ring substituted fragment of complexes as a result of the complexation. This effect is observed in all series; its contribution ranges up to approximately 50%.