17O nuclear magnetic resonance spectroscopic study of substituted phthalic anhydrides and phthalides

DW Boykin, AL Baumstark…

Index: Boykin, David W.; Baumstark, Alfons L.; Kayser, Margaret M.; Soucy, Chantal M. Canadian Journal of Chemistry, 1987 , vol. 65, p. 1214 - 1217

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Citation Number: 15

Abstract

17O chemical shift data (natural abundance) for 3-substituted phthalic anhydrides and 4-and 7-substituted phthalides in acetonitrile at 75° C are reported. Steric interactions of substituents ortho to the carbonyl groups result in deshielding effects (9-22 ppm) relative to parent compounds regardless of the electronic character of the substituents. Factors contributing to the deshielding effects are discussed. The relationship between 17O ...