Abstract
Condensation reactions of diphenylphosphine, 2-(benzo[d]thiazol-2-yl)aniline (NH2-pbt) and a series of aldehydes RC(O)H (R = phenyl, 2-furanyl and 4-pyridyl) are carried out to obtain α-aminophosphines Ph2P(O)C(R)NH-pbt. In the case of phenyl and 2-furanyl derivatives, respective compounds 1 and 2 are isolated with a yield of 80-85%, and 4-pyridyl analogue 3 is obtained in an insignificant amount. According to single crystal X-ray diffraction data, the compounds crystallize in the chiral space group P212121, forming crystals containing only R- or S-enantiomers. Additional substituents R do not strongly affect the spatial geometry of molecules. The photophysical properties of compounds 1 and 2 are similar, and this means that the additional substituents contribute equally to the character of electronic transitions in the compounds.
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Funding
The work was supported by the Russian Science Foundation (project No. 21-73-10096). Luminescent studies were supported by the Ministry of Science and Higher Education of the Russian Federation (No. 121031700321-3).
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Russian Text © The Author(s), 2022, published in Zhurnal Strukturnoi Khimii, 2022, Vol. 63, No. 9, 97834.https://doi.org/10.26902/JSC_id97834
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Sukhikh, T.S., Kolybalov, D.S., Khisamov, R.M. et al. PHENYL-2-BENZOTHIAZOLE-BASED α-AMINOPHOSPHINES: SYNTHESIS, CRYSTAL STRUCTURE, AND PHOTOPHYSICAL PROPERTIES. J Struct Chem 63, 1446–1452 (2022). https://doi.org/10.1134/S0022476622090074
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DOI: https://doi.org/10.1134/S0022476622090074