Abstract
It is found thato-dicarboxylic acids derived from pyrrole and 1,2,5-thiadiazole do not form cyclic anhydrides as readily as phthalic acid. This is discussed in terms of ionic resonance structures and derived stabilization of the anhydrides and acids.
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Liebman, J.F., Mørkved, E.H. Resonance in aromatic and heteroaromatico-dicarboxylic acids, their anhydrides and imides. Struct Chem 6, 207–209 (1995). https://doi.org/10.1007/BF02286449
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DOI: https://doi.org/10.1007/BF02286449