DFT study on the effect of exocyclic substituents on the proton affinity of 1-methylimidazole
作者： Haining Liu , Jason E. Bara , C. Heath Turner
DOI: 10.1016/J.CHEMPHYS.2013.02.029
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摘要: Abstract A deeper understanding of the acid/base properties imidazole derivatives will aid development solvents, polymer membranes and other materials that can be used for CO 2 capture acid gas removal. In this study, we employ density functional theory calculations to investigate effect various electron-donating electron-withdrawing groups on proton affinity 1-methylimidazole. We find are able increase relative 1-methylimidazole, i.e., making molecule more basic. contrast, cause a decrease affinity. When multiple substituents present, their effects were found additive. This finding offers quick approach predicting targeting affinities series molecules, show strong correlation between calculated experimental pK values.
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Christina M Grozinger, Stuart L Schreiber, Deacetylase Enzymes: Biological Functions and the Use of Small-Molecule Inhibitors Chemistry & Biology. ,vol. 9, pp. 3- 16 ,(2002) , 10.1016/S1074-5521(02)00092-3
Jason E. Bara, Dean E. Camper, Douglas L. Gin, Richard D. Noble, Room-Temperature Ionic Liquids and Composite Materials: Platform Technologies for CO2 Capture Accounts of Chemical Research. ,vol. 43, pp. 152- 159 ,(2010) , 10.1021/AR9001747
Beniamin Lenarcik, Piotr Ojczenasz, The influence of the size and position of the alkyl groups in alkylimidazole molecules on their acid-base properties Journal of Heterocyclic Chemistry. ,vol. 39, pp. 287- 290 ,(2002) , 10.1002/JHET.5570390206
Hongjun Liu, Edward Maginn, Ann E. Visser, Nicholas J. Bridges, Elise B. Fox, Thermal and Transport Properties of Six Ionic Liquids: An Experimental and Molecular Dynamics Study Industrial & Engineering Chemistry Research. ,vol. 51, pp. 7242- 7254 ,(2012) , 10.1021/IE300222A
Kin-ya Tomizaki, Shinkichi Shimizu, Masami Onoda, Yuichi Fujioka, Heats of Reaction and Vapor−Liquid Equilibria of Novel Chemical Absorbents for Absorption/Recovery of Pressurized Carbon Dioxide in Integrated Coal Gasification Combined Cycle−Carbon Capture and Storage Process Industrial & Engineering Chemistry Research. ,vol. 49, pp. 1214- 1221 ,(2010) , 10.1021/IE9007776
C. Heath Turner, Alex Cooper, Zhongtao Zhang, Matthew S. Shannon, Jason E. Bara, Molecular simulation of the thermophysical properties of N-functionalized alkylimidazoles. Journal of Physical Chemistry B. ,vol. 116, pp. 6529- 6535 ,(2012) , 10.1021/JP3029787
Arunkumar Samanta, An Zhao, George K. H. Shimizu, Partha Sarkar, Rajender Gupta, Post-Combustion CO2 Capture Using Solid Sorbents: A Review Industrial & Engineering Chemistry Research. ,vol. 51, pp. 1438- 1463 ,(2012) , 10.1021/IE200686Q
Damir Kovaček, Zvonimir B. Maksić, Igor Novak, Additivity of the Proton Affinity in Aromatics: Fluorinated Naphthalenes⊥ Journal of Physical Chemistry A. ,vol. 101, pp. 1147- 1154 ,(1997) , 10.1021/JP961925X
Chengteh Lee, Weitao Yang, Robert G. Parr, Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Physical Review B. ,vol. 37, pp. 785- 789 ,(1988) , 10.1103/PHYSREVB.37.785
E J Maginn, Molecular simulation of ionic liquids: current status and future opportunities Journal of Physics: Condensed Matter. ,vol. 21, pp. 373101- ,(2009) , 10.1088/0953-8984/21/37/373101