Abstract
As a result of a study of the electronic, vibrational, and PMR spectra of alkyl- and arylimines of 2-formyl-3-mercaptobenzo[b]thiophene and 2-formyl-3-mercaptobenzofuran and of the spectra of model compounds the thione-enamine structure was assigned to the imines. The stability of the latter structure is in agreement with the results of quantum-mechanical calculations of the energies of atomization of the individual tautomeric forms; the calculations were made by means of the Pariser-Parr-Pople (PPP) method with the Dewar σ, π parametrization.
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Communication XVII from the series “Benzoid-Quinoid Tautomerism of Azomethines and Their Structural Analogs.” See [1] for communication XVI.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 631–639, May, 1974.
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Bren', V.A., Usacheva, V.I., Bren', Z.V. et al. Synthesis and structure of anils of 2-formyl-3-mercaptobenzo[b]thiophene and 2-formyl-3-mercaptobenzofuran. Chem Heterocycl Compd 10, 546–552 (1974). https://doi.org/10.1007/BF00471324
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DOI: https://doi.org/10.1007/BF00471324