Merle Uudsemaa, T. Kanger, M. Lopp
Jan 18, 2010
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Influential Citations
17
Citations
Journal
Chemical Physics Letters
Abstract
Abstract Density-functional theory has been used to estimate the proton affinity (PA) and the acidity constants p K a of monoprotonated bipiperidine, bimorpholine and their derivatives in water and in acetonitrile (MeCN). Five different conformations of derivatives of bimorpholine and bipiperidine were explored. Monoprotonated bimorpholine has lower p K a values (9.1 in H 2 O and 17.4 in MeCN) than monoprotonated bipiperidine (12.8 in H 2 O and 21.0 in MeCN). For N -iPr derivatives of bimorpholine, the p K a values are 8.8 in H 2 O and 17.0 in MeCN and for N -iPr derivatives of bipiperidine the values are 12.5 in H 2 O and 20.8 in MeCN.