Synthesis and Molecular Structures of (3-Hydroxy, 3-Chloro, 3-Arylamino)-N-acetyl-3-arylaminotropones

Journal Article · Mon Jan 15 04:00:00 EST 2018 · Crystallography Reports

DOI:https://doi.org/10.1134/S1063774518010200· OSTI ID:22758279

Sayapin, Yu. A. ^[1]; Gusakov, E. A.; Kolodina, A. A.; Dorogan, I. V. ^[2]; Shilov, G. V.; Aldoshin, S. M. ^[3]; Minkin, V. I. ^[1]

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1. Russian Academy of Sciences, Southern Scientific Center (Russian Federation)
2. Southern Federal University, Institute of Physical and Organic Chemistry (Russian Federation)
3. Russian Academy of Sciences, Institute of Problems of Chemical Physics (Russian Federation)

The structures of 5,7-di(tert-butyl)-2-(5,8-dimethyl-4-piperidinoquinolin-2-yl)-3-hydroxytropone, 5,7-di(tert-butyl)-3-chloro-2-(5,8-dimethyl-4-piperidinoquinolin-2-yl)tropone, 5,7-di(tert-butyl)- 3-(3,5-dimethylphenylamino)-2-(5,8-dimethyl-4-piperidinoquinolin-2-yl)tropone, and 3-(N-acetyl-3,5- dimethylphenylamino)-5,7-di(tert-butyl)-2-(5,8-dimethyl-4-piperidinoquinolin-2-yl)tropone were determined by X-ray diffraction. These compounds were synthesized through a series of transformations, including the nucleophilic substitution of the chlorine atom by piperidine in the starting 5,7-di(tert-butyl)-2-(4- chloroquinolin-2-yl)-3-hydroxytropone followed by the three-step functionalization of the 3-position in 3-hydroxytropone. The nature of dynamic processes in a solution of N-acetyl-3-arylaminotropone associated with the rotation of the N-acetyl group was revealed by the PCM/PBE0/6-31G(d,p) method.

• OSTI ID: 22758279
• Journal Information: Crystallography Reports, Journal Name: Crystallography Reports Journal Issue: 1 Vol. 63; ISSN CYSTE3; ISSN 1063-7745
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
75 CONDENSED MATTER PHYSICS
SUPERCONDUCTIVITY AND SUPERFLUIDITY
ATOMS
CHLORINE
MOLECULAR STRUCTURE
PIPERIDINES
ROTATION
SOLUTIONS
SYNTHESIS
TROPONES
X-RAY DIFFRACTION