Conformational analysis of cinnamanilides |
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| Authors: | G. Venkateshwarlu and B. Subrahmanyam |
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| Affiliation: | (1) Department of Chemistry, Osmania University, 500007 Hyderabad, India |
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| Abstract: | The conformational analysis of cinnamanilides has been carried out using IR spectroscopy. All the anilides studied were found to exist as equilibrium mixtures ofs-cis ands-trans forms in benzene. Thes-cis form was predominant over thes-trans in all the anilides except in thep-nitro anilide in which thes-trans form was predominant. The relative stabilities of the conformers were found to depend upon the electrostatic repulsions between the anilide nitrogen and the β-carbon atom in thes-trans form and those between the π-electrons of the C=O and C=C bonds in thes-cis form. |
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| Keywords: | Cinnamanilides s-cis ands-trans forms stability of conformers β -carbon and nitrogen atoms electrostatic repulsions |
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