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Structures of threo(RR,SS) diethyl ester of 2-hydroxy-1,2-diphenylethylphosphonic acid and (±)diethyl ester of (1-hydroxycyclopentyl)(2-methylphenyl)methylphosphonic acid

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Abstract

The crystal structures of threo(RR,SS) diethyl ester of 2-hydroxy-1,2-diphenylethylphosphonic acid (1) and of (±)diethyl ester of (1-hydroxycyclopentyl)(2-methylphenyl)methylphosphonic acid (2) have been solved by X-ray methods. They are built up in a similar way to centrosymmetric dimers of hydrogen-bonded molecules. The orientation of the substituents around the central C-C bond in both molecules fulfills the requirement for the least spatial hindrance. The observed shift of theυ oh stretching frequencies from 3312(1), 3346 (2) cm−1 in solid to 3408(1), 3450(2), in diluted (10−3 M) tetrachloromethane solution, indicates the formation of intramolecular hydrogen-bonded species.

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Angelova, O., Macicek, J., Vassilev, N.G. et al. Structures of threo(RR,SS) diethyl ester of 2-hydroxy-1,2-diphenylethylphosphonic acid and (±)diethyl ester of (1-hydroxycyclopentyl)(2-methylphenyl)methylphosphonic acid. Journal of Crystallographic and Spectroscopic Research 22, 253–258 (1992). https://doi.org/10.1007/BF01199525

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  • DOI: https://doi.org/10.1007/BF01199525

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