Conformational study of some N-acyl-2r,6c-diphenylpiperidin-4-one oximes using NMR spectra

Chakkaravarthy, J.; Muthukumaran, G.; Pandiarajan, K.

doi:10.1016/j.molstruc.2008.02.008

Cited by 18 publications

(12 citation statements)

References 17 publications

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“…In the previous study on N-benzoylpiperidine-4-one oximes [8] the relative population of the three possible conformations CA, B1 and B2 (Fig. 10.…”

Section: Numbering Of Atomsmentioning

confidence: 89%

“…10. ) were calculated for N-benzoyl-2r,6c-diphenylpiperidine-4-one oxime (8) and N-benzoyl-3t-methyl-2r,6c-diphenylpiperidine-4-one oxime (9), from the observed vicinal constants between the trans protons about C(2)-C(3) and C(5)-C(6) bonds. The probable values of the vicinal coupling constants for the three conformations were taken from suitable model compounds.…”

Section: Numbering Of Atomsmentioning

confidence: 99%

“…Single crystal X-ray crystallography is used for the determination of structure and conformation in the solid state whereas NMR spectroscopy is used for such a determination in solution. Several conformational studies have been made on 2r,6c-diphenylpiperidine-4-ones and their derivatives [1][2][3][4][5][6][7][8] using NMR spectroscopy. The crystal structure of 3t-isopropyl-2r,6c-diphenylpiperidin-4-one (1) has been reported [9].…”

Section: Introductionmentioning

confidence: 99%

“…Though in the conformational study on N-benzoylpiperidine-4-ones [7] N-benzoyl-3t-isopropyl-2r,6c-diphenylpiperidin-4-one (3) has been included, in the conformational study on N-acylpiperidin-4-one oxmies [8] the oxime (4) of 3 has not been included. In the present work the conformation of N-benzoyl-3t-isopropyl-2r,6c-diphenylpiperidin-4-one oxime (4) has been investigated in the solid state and in solution.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and structural study of 3t-isopropyl-2r,6c-diphenyl-4-oxopiperidinium nitrate and N-benzoyl-3t-isopropyl-2r,6c-diphenylpiperidin-4-one oxime

Vimalraj

Pandiarajan

Bhat

2010

Journal of Molecular Structure

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“…In the previous study on N-benzoylpiperidine-4-one oximes [8] the relative population of the three possible conformations CA, B1 and B2 (Fig. 10.…”

Section: Numbering Of Atomsmentioning

confidence: 89%

Section: Numbering Of Atomsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis and structural study of 3t-isopropyl-2r,6c-diphenyl-4-oxopiperidinium nitrate and N-benzoyl-3t-isopropyl-2r,6c-diphenylpiperidin-4-one oxime

Vimalraj

Pandiarajan

Bhat

2010

Journal of Molecular Structure

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“…Such fundamental manifestation of life as the provision of energy, transmission of nerve impulses, sight, metabolisms and transfer of genetic information are all based on chemical interactions involving participation of many heterocyclic compounds such as vitamins, enzymes. The present study was designed to examine the effect of chloro substituted cyanoacetyl hydrazones on cell divisions in the root meristems of allium cepa to reveal the cytotoxic Preparation of S1, S2 and S3 3-methyl-2,6-diphenylpiperidin-4-one was prepared by adopting the literature method [1][2][3][4][5][6].…”

Section: Introductionmentioning

confidence: 99%

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2018

RJLBPCS

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ABSTRACT:The aim of this study were to synthesize and antimitotic activity of the cyanoacetyl hydrazones derivatives. The synthesized compounds were subjected to antimitotic studies by alliumcepa root meristamatic cells. The mitotic activity was observed in various concentrations of cyanoacetyl hydrazones. Antimitotic -activity of the synthesized compounds were observed in higher concentrations. Antimitotic activity of cyanoacetyl hydrazones were dose dependent.Increase in the concentrations is directly proportional to the activity.

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Studies of some monocyclic and bicyclic arylacetonitriles

Manimekalai

Balamurugan

2011

Magnetic Reson in Chemistry

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The high-resolution (1)H, (13)C, (1)H-(1)H COSY and (1)H-(13)C COSY NMR spectra have been recorded in CDCl(3) for arylacetonitriles 1-12 and analyzed. The arylacetonitriles 3-7 exist in two isomeric forms E (methyl group is anti to cyano group) and Z (the methyl group is syn to cyano group) in solution. Normal chair conformation with equatorial orientations of phenyl rings at C-2 and C-6 for monocyclic nitriles 1 and 2, epimeric chair structure EC (axial configuration of methyl group at C-3) for both the E and Z isomers of arylacetonitrile derivatives (3-7) and a distorted boat form, B(3), for the N-acylacetonitrile derivatives (8-10) have been proposed based on NMR data. The bicyclic nitriles 11 and 12 exist in twin chair conformations in solution. DFT calculations and chemical shifts also support these conformations. Geometry optimizations for 1-12 were carried out according to density functional theory using B3LYP/6-31G(d,p) basis set and for 1 and 8 the theoretical geometrical parameters have been compared with those of single crystal measurements.

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Conformational study of some N-acyl-2r,6c-diphenylpiperidin-4-one oximes using NMR spectra

Cited by 18 publications

References 17 publications

Synthesis and structural study of 3t-isopropyl-2r,6c-diphenyl-4-oxopiperidinium nitrate and N-benzoyl-3t-isopropyl-2r,6c-diphenylpiperidin-4-one oxime

Synthesis and structural study of 3t-isopropyl-2r,6c-diphenyl-4-oxopiperidinium nitrate and N-benzoyl-3t-isopropyl-2r,6c-diphenylpiperidin-4-one oxime

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Studies of some monocyclic and bicyclic arylacetonitriles

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