Selectivity in proton transfer, hydrogen bonding, and solvation

A Bagno, G Scorrano - Accounts of Chemical Research, 2000 - ACS Publications
… oxygen base, on account of the very different base strengths of secondary aliphatic amines
and … which one is the more basic. Likewise, even the simplest carboxylic amide features two …

pKa Calculations of Aliphatic Amines, Diamines, and Aminoamides via Density Functional Theory with a Poisson−Boltzmann Continuum Solvent Model

VS Bryantsev, MS Diallo… - The Journal of Physical …, 2007 - ACS Publications
… (PA), basicities (GB), and solvation energies for the neutral and protonated aliphatic amines
… (GB) changes for deprotonation of the protonated amine species in the gas phase are in …

Theoretical analysis of Lewis basicity based on local electron-donating ability. Origin of basic strength of cyclic amines

T Ohwada, H Hirao, A Ogawa - The Journal of Organic Chemistry, 2004 - ACS Publications
… the basic strength on bond angles seems to be invalid. Because the basicity of cyclic amines
is … due to complicated solvation effects. On the other hand, the gas-phase proton affinities of …

An enthalpic scale of hydrogen-bond basicity. 3. Ammonia, primary, secondary, and tertiary amines

J Graton, M Berthelot, F Besseau… - The Journal of Organic …, 2005 - ACS Publications
amines contrasting with these results. We have first selected a diversified sample of 69 amines
… We may wonder if the agreement would be improved by taking account of solvation effects…

pH dependence of carboxylic and mineral acid extraction by amine-based extractants: effects of pKa, amine basicity, and diluent properties

AM Eyal, R Canari - Industrial & engineering chemistry research, 1995 - ACS Publications
… for the contribution of amine basicity. In fact, … amine basicity isless affected by the diluent.
The latter may still contribute through solvation of the amine—acid complex or through solvation

On the basicity of organic bases in different media

S Tshepelevitsh, A Kütt, M Lõkov… - European journal of …, 2019 - Wiley Online Library
amines (anilines) – bases where the basicity center is conjugated with an aromatic ring in the
neutral form – as well as the aromatic heterocycles are amongst the least basic… on solvation

[图书][B] The Influence of Ion-pair Structure and Solvation on the Apparent Basicity of Amines in Organic Solvents

EA Yerger - 1956 - search.proquest.com
… The pKa of an amine does not, however, … amine and the solvation of both the base and its
cation. Methods of measuring the electron availability at the nitrogen atom without the solvation

Chemical and Molecular Descriptors for the Reactivity of Amines with CO2

AS Lee, JR Kitchin - Industrial & engineering chemistry research, 2012 - ACS Publications
amine properties and reaction enthalpy with CO 2 is still limited. Steric hindrance and amine
basicity have … Given the largely aqueous environment of amine solvents, the CO 2 solvation

Solvent Basicity, A Study of Kamlet–Taft β and Gutmann DN Values Using Computationally Derived Molecular Properties

W Earle Waghorne, C O'Farrell - Journal of Solution Chemistry, 2018 - Springer
basicity is recognized as playing a major role in solvation and is included, through empirical
basicity … is 0.86 and removing all of the amines, anilines and pyridines from the correlation …

Kinetic studies of hydrogen-bonded solvation complexes of amines in water and hydroxylic solvents

E Grunwald, EK Ralph III - Accounts of Chemical Research, 1971 - ACS Publications
… If we construct a molecular model of the DEMT-HOC4H9-(er( complex, we find a … kH, and
the lackof sensitivity to the base strength of the amine are entirely consistent with data in Tables …