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Structure and photochromic transformations of fulgides of the indole series

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Previously undescribed fulgides of the indole series, viz., (1-methyl-3-indolylmethylene)- and (1-methyl-3-indolylethylidene) (isopropylidene)succinic anhydride, were synthesized. A Z conformation for (1-methyl-3-indolylmethylene) (isopropylidene)succinic anhydride and an E configuration for (1-methyl-3-indolylethylidene)-(isopropylidene) succinic anhydride were established by electronic and PMR spectroscopy and x-ray diffraction analysis. The photochromic properties of fulgides were observed and investigated. A scheme of photoinduced and thermal transformations of fulgides that includes a step involving Z → E isomerization in the excited state is proposed. An additional photoisomer was recorded by pulse photolysis and fluorescence.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 33–41, January, 1990.

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Metelitsa, A.V., Lyashik, O.T., Aldoshin, S.M. et al. Structure and photochromic transformations of fulgides of the indole series. Chem Heterocycl Compd 26, 28–36 (1990). https://doi.org/10.1007/BF00506843

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