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On the nature of haloform–aromatic complexes
Author(s) -
Fernández Bertrán J.,
Rodríguez M.
Publication year - 1981
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270160202
Subject(s) - chemistry , halogen , ring (chemistry) , dipole , aromaticity , solvent , alkyl , computational chemistry , molecule , organic chemistry
A study of the correlation of haloform proton solvent shifts in 13 aromatichydrocarbons gives clear evidence that the nature of the interactions is predominantly dipole‐induced dipole and not specific acid‐base interactions. The presence of halogen bonding interactions between the halogen atoms and the π electrons are not detected for CHCl 3 and CHBr 3 , and can only be present to a marginal extent for CHI 3 . The ASIS effect is not related to the molar concentration of the aromatic solvents, and the effect of alkyl substituents is explained in terms of exctuded zones around the aromatic ring.