Y. Sakamoto, K. Kondo, T. Aoyama
Nov 11, 2008
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Journal
Polycyclic Aromatic Compounds
Abstract
This paper describes the usefulness of one-dimensional diffusion-ordered NMR spectroscopy (1D-DOSY) in investigating dynamics and interactions of molecules in solution as well as in analyzing the structure of molecules. We synthesized the three imines, N-benzylidene-4-methylbenzene-Sulfonamide (1), N-(4-chloro-benzylidene)4-methyl-benzene-sulfonamide (2), and N- (4-methoxybenzylidene)-4-methyl-benzene sulfonamide (3), and acetophenone (4) and its three derivatives, 4-chloroacetophenone (5), 4-nitro-acetophenone (6), and 4-methoxyaceto -phenone (7). 1D-DOSY was applied to a mixture of compounds (1), (2), and (3) and to a mixture of compounds (4), (5), (6), and (7). Although 1 H NMR chemical shifts of the molecules in the mixtures resembled one another in the surrounding, we could distinguish signals of the individual molecules in each mixture on the basis of the NMR data and the values of the diffusion coefficient. Also, we could found the correlation of the measured diffusion coefficients and the calculated molecular volumes.