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http://nopr.niscair.res.in/handle/123456789/696
Title: | Rotational equilibria in boat conformations of N-acyl-r-2,c-6-di(2-hetero- aryl)piperidin-4-ones using NMR spectra and semiempirical MO calculations |
Authors: | Thenmozhiyal, J C Venkatraj, M Ponnuswamy, S Jeyaraman, R |
Keywords: | N-acyl-r-2;c-6-di(2-heteroaryl)piperidin-4-one;NMR spectra;Semiempirical MO calculation;Boat conformation;N-acetyl;N-benzoyl;N-phenylcarbamoyl |
Issue Date: | Sep-2007 |
Publisher: | CSIR |
Abstract: | Four N-acyl-r-2,c-6-di(2-heteroaryl)piperidin-4-ones 3-6 have been prepared and their conformational preferences examined using ¹H and ¹³C NMR spectral studies and semiempirical MO calculations. Solution state conformational studies on the compounds 3-6 by ¹H and ¹³C NMR spectral methods indicated the preference for the boat conformation with coplanar orientation of N-acyl groups. The energy barrier for N-C rotation in 3 has been found to be 58.4 kJ mol⁻¹ using variable temperature ¹H NMR spectral studies. The semiempirical MO calculations, using AM1 method, also suggested the preference of boat conformation for the N-acyl derivatives 3-6. |
Page(s): | 1526-1536 |
URI: | http://hdl.handle.net/123456789/696 |
ISSN: | 0376-4699 |
Appears in Collections: | IJC-B Vol.46B(09) [September 2007] |
Files in This Item:
File | Description | Size | Format | |
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IJCB 46B(9) (2007) 1526-1536.pdf | 157 kB | Adobe PDF | View/Open |
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