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Influence of structure on the circular dichroism of methyl-substituted 1,3,4-tetrahydrobenz[b]azepin-2-ones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The chirooptical properties of methyl-substituted 1,3,4,5-tetrahydrobenz[b]azepin-2-ones have been studied. A considerable increase in the intensity of the Cotton effect (CE) in the 240–250 nm region with an enlargement of the lactam ring has been observed. The sign of this CE for seven-membered benzolactams correlates with the type of conformation of the lactam ring. A change in the nature of the conjugation (passage from lactams of the benzamide type -C6H4-CO-NH- to lactams of the anilide type -C6H4-NH-CO-) leads to an inversion of the signs of the CEs in the 230–250-nm region.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 97–100, January, 1984.

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Potapov, V.M., Dem'yanovich, V.M., Vendrova, O.E. et al. Influence of structure on the circular dichroism of methyl-substituted 1,3,4-tetrahydrobenz[b]azepin-2-ones. Chem Heterocycl Compd 20, 81–85 (1984). https://doi.org/10.1007/BF00505857

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  • DOI: https://doi.org/10.1007/BF00505857

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