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Synthesis and structure of indoline spiropyrans of the coumarin series

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Abstract

New indoline spiropyrans of the coumarin series were synthesized by the condensation of indoline and hydroxyformylcoumarin derivatives. Spiropyrans, viz., derivatives of 8-formyl-7-hydroxy-4-methylcoumarin and 5-formyl-6-hydroxy-4-methylcoumarin, under irradiation are transformed into open forms, which are recyclized in the dark. The compounds formed by the condensation of the indoline derivatives with 3-formyl-4-hydroxycoumarin have an open structure of the merocyanine dyes and are transformed into spiro forms neither in the dark nor under irradiation with the visible light.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2342–2349, October, 2005.

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Traven, V.F., Miroshnikov, V.S., Chibisova, T.A. et al. Synthesis and structure of indoline spiropyrans of the coumarin series. Russ Chem Bull 54, 2417–2424 (2005). https://doi.org/10.1007/s11172-006-0131-4

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  • DOI: https://doi.org/10.1007/s11172-006-0131-4

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