Synthesis and piezoelectric properties of N-phthaloylglutamic acid derivatives

The ( S , S )- and ( R , R )-enantiomers of dimethyl 2,4-diphthalimidoglutarate were synthesized by nucleophilic substitution of bromine in dimethyl (2 S ,4 RS )-4-bromo- N -phthaloyl-glutamate upon treatment with potassium phthalimide, followed by separation. The crystal structure of the obtained c...

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Bibliographic Details
Published in:Russian chemical bulletin 2017-08, Vol.66 (8), p.1439-1445
Main Authors: Ustinova, V. O., Vigorov, A. Yu, Gruzdev, D. A., Nuraeva, A. S., Nizova, I. A., Chulakov, E. N., Sadretdinova, L. Sh, Slepukhin, P. A., Zelenovsky, P. S., Shur, V. Ya, Krasnov, V. P.
Format: Article
Language:English
Subjects:
BROMINE
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
CRYSTAL STRUCTURE
Enantiomers
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GLUTAMIC ACID
Inorganic Chemistry
INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY
Organic Chemistry
PIEZOELECTRICITY
POTASSIUM
SYNTHESIS
X-RAY DIFFRACTION
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Summary:The ( S , S )- and ( R , R )-enantiomers of dimethyl 2,4-diphthalimidoglutarate were synthesized by nucleophilic substitution of bromine in dimethyl (2 S ,4 RS )-4-bromo- N -phthaloyl-glutamate upon treatment with potassium phthalimide, followed by separation. The crystal structure of the obtained compounds was studied by X-ray diffraction. Crystals of enantiomerically pure dimethyl 4-hydroxy- and 4-phthalimido- N -phthaloylglutamates were found to possess a noticeable piezoelectric activity.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-017-1905-6