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N-methacryloylhydroxyethyl derivatives of indolinospiropyrans containing electron-accepting and electron-donating substituents

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    1-(β-Hydroxyrethyl)-3,3-dimethyl-6'-nitrospiro(indoline-2,2'-[2H-1]benzopyran)s (II) substituted by an electron-accepting group (Br, NO2) in position 8' exist in solution mainly in the ring-opened merocyanine form. The equilibrium constant (Ke) is two orders of magnitude greater than that of unsubstituted (II).

  2. 2.

    Compound (II) with an OCH3 group exists as two isomers in solution; Ke is solvent-dependent.

  3. 3.

    We have developed a procedure for the synthesis of 1-(β-methacryloylhydroxyethyl)-3,3-dimethyl-6'-nitro-8'-bromo(8'-methoxy)spiro (indoline-2,2'-[2H-1]benzopyran).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 646–649, March, 1978.

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Beshenko, S.I., Zaichenko, N.A., Buzaev, V.V. et al. N-methacryloylhydroxyethyl derivatives of indolinospiropyrans containing electron-accepting and electron-donating substituents. Russ Chem Bull 27, 556–558 (1978). https://doi.org/10.1007/BF00923936

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  • DOI: https://doi.org/10.1007/BF00923936

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