Gas-phase acidity of bis[(perfluoroalkyl)sulfonyl]imides. Effects of the perfluoroalkyl group on the acidity

2014 ◽  
Vol 27 (8) ◽  
pp. 676-679 ◽  
Author(s):  
Min Zhang ◽  
Takaaki Sonoda ◽  
Masaaki Mishima ◽  
Tsunetoshi Honda ◽  
Ivo Leito ◽  
...  
2014 ◽  
Vol 87 (7) ◽  
pp. 825-834 ◽  
Author(s):  
Min Zhang ◽  
Md. Mizanur Rahman Badal ◽  
Magdalena Pasikowska ◽  
Takaaki Sonoda ◽  
Masaaki Mishima ◽  
...  

Author(s):  
Juan Z. Dávalos-Prado ◽  
Javier González ◽  
Josep M. Oliva-Enrich ◽  
Emma J. Urrunaga ◽  
Alexsandre F. Lago

Tetrahedron ◽  
2005 ◽  
Vol 61 (10) ◽  
pp. 2705-2712 ◽  
Author(s):  
J.R.B. Gomes ◽  
P. Gomes
Keyword(s):  

2000 ◽  
Vol 16 (01) ◽  
pp. 15-21
Author(s):  
Zhou Li-Xin ◽  
◽  
Mang Chao-Yong ◽  
Zhang Yong-Fan
Keyword(s):  

1976 ◽  
Vol 54 (10) ◽  
pp. 1624-1642 ◽  
Author(s):  
Gervase I. Mackay ◽  
Ronald S. Hemsworth ◽  
Diethard K. Bohme

The flowing afterglow technique has been employed in measurements of the rate and equilibrium constants at 296 ± 2 K for reactions of the type[Formula: see text]and[Formula: see text]where R1 and R2 may be H, CH3, or C2H5. The equilibrium constant measurements provided absolute values for the intrinsic (gas-phase) acidities of the Brønsted acids CH3NH2, C2H5NH2, (CH3)2NH, and (CH3)3N, the heats of formation of their conjugate bases, and the electron affinities of the corresponding radicals R1R2N. Proton removal energies, ΔG0298/(kcal mol−1), were determined to be 395.7 ± 0.7 for [Formula: see text] 391.7 ± 0.7 for [Formula: see text] 389.2 ± 0.6 for [Formula: see text] and > 396 for [Formula: see text] Heats of formation, ΔH0f.,298, were determined to be 30.5 ± 1.5 for CH3NH−, 21.2 ± 1.5 for C2H5NH−, and 24.7 ± 1.4 for (CH3)2N−. Electron affinities (in kcal mol−1) were determined to be 13.1 ± 3.5 for CH3NH, 17 ± 4 for C2H5NH, and 14.3 ± 3.4 for (CH3)2N. These results quantify earlier conclusions regarding the intrinsic effects of substituents on the gas-phase acidity of amines and provide an experimental assessment of recent molecular orbital calculations of proton removal energies for alkylamines.


2000 ◽  
Vol 318 (1-3) ◽  
pp. 149-154 ◽  
Author(s):  
Yang Shi ◽  
Kent M. Ervin

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