Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 1, Issue 14, Pages 2566-2571Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b304405j
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This paper reports the results of our thermochemical/calorimetric determination of the enthalpies of combustion, phase change, and formation of isatin, isatoic anhydride, and N-methylisatin. The density functional calculations accompanied by vibrational and thermal corrections were also performed for these compounds and N-methylisatoic anhydride. Through a combination of theoretical calculations and associated isodesmic reactions, we have deduced that isatin has some antiaromatic character and isatoic anhydride enjoys some aromatic stabilization.
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