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Photochemical properties and the structure of 6-methyl-2,4-diphenyl-1-(p-tolyl)pyrimidinium perchlorate and the product of its photocyclization

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Abstract

The structure and photochemical properties of 6-methyl-2,4-diphenyl-1-(p-tolyl)pyrimidinium perchlorate (1) and 4,8-dimethyl-2-phenylpyrimido[1,2-f]phenanthridinium (2) formed as a result of photocyclization of1 have been studied. The crystal structure of compound1 has been studied at −140 °C and 25 °C. In cation1, theN-tolyl substituent and α-Ph ring are noncoplanar with the pyrimidinium fragment (the angles are 67.9° and 41.1°, respectively), while the angle between the γ-Ph ring and the pyrimidinium moiety is only 7.1° (−140 °C). The photocyclization product2 has a flattened structure.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1731–1735, September, 1995.

This work was partly (studies performed at Scientific Research Institute of Physical and Organic Chemistry at Rostov State University) supported by the Science Foundation “Russian Universities”.

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Makarova, N.I., Knyazhanskii, M.I., Filipenko, O.S. et al. Photochemical properties and the structure of 6-methyl-2,4-diphenyl-1-(p-tolyl)pyrimidinium perchlorate and the product of its photocyclization. Russ Chem Bull 44, 1662–1666 (1995). https://doi.org/10.1007/BF01151287

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  • DOI: https://doi.org/10.1007/BF01151287

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