Abstract
The incremental ASIS (Aromatic Solvent Induced Shifts) were determined in partially deuterated monosubstituted benzenes (C 6H 5X,X = NH 2, NO 2, F, Cl, Br, I). A good correlation exists between the incremental ASIS in the meta and para positions and the dipole moments of substituted benzenes, in which the dipole moments are collinear with the CX bonds. Whereas the incremental ASIS in the meta and para positions closely parallel each other both in sign and magnitude, the incremental ASIS in the ortho position are considerably smaller in magnitude and apparently exhibit no trends or correlation with dipole moments. It appears that precise ASIS measurements in monosubstituted benzenes may predict not only the magnitude but also the direction of the components of their dipole moments along the CX bonds.
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