Conformational structure and dynamics of arylmethoxyacetates: DNMR spectroscopy and aromatic shielding effect

…, JM Seco, E Quinoa, R Riguera

Index: Latypov, Sh. K.; Seco, J. M.; Quinoa, E.; Riguera, R. Journal of Organic Chemistry, 1995 , vol. 60, # 3 p. 504 - 515

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Citation Number: 141

Abstract

The ground state conformational geometry and energy of esters of (R)-and (S)- arylmethoxyacetic acids were evaluated from low temperature lH and 13C NMR spectra and by means of MM, AM1, and aromatic shielding effect calculations. In solution, the title compounds are constituted by two rotamers in equilibrium. Rotamer ap has the C,-0 and C= O bonds antiperiplanar and rotamer sp (lower in energy by 0.4-1.1 kcavmol) has these ...

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