Are isatin and isatoic anhydride antiaromatic and aromatic respectively? A combined experimental and theoretical investigation
Organic & Biomolecular Chemistry Pub Date: 2003-06-18 DOI: 10.1039/B304405J
Abstract
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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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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