Conclusions
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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).
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2.
Compound (II) with an OCH3 group exists as two isomers in solution; Ke is solvent-dependent.
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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