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Detection of halogen bond formation by correlation of proton solvent shifts. II—methylene halides in n ‐electron donor solvents
Author(s) -
Bertrán José Fernández,
Rodríguez Mario
Publication year - 1980
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.1270140404
Subject(s) - chemistry , solvent , halogen , halide , bromine , hydrogen bond , halogen bond , methylene , iodine , solvent effects , proton , photochemistry , medicinal chemistry , inorganic chemistry , molecule , organic chemistry , alkyl , physics , quantum mechanics
The solvent shifts of the methylenic protond of CH 2 Cl 2 , CH 2 Br 2 and CH 2 I 2 have been measured in amines, ethers and non‐polar solvents. Correlation of the solvent shifts of the bromine and iodine compounds Δ Cl , serves as a monitor of halogen bonding interactions which are competitive with hydrogen bonding association. Amines interact with CH 2 I 2 via a halogen bond while in ethers hydrogen bonding predpminates. CH 2 Br 2 shows solute–solvent interactions identical to CH 2 Cl 2 .

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