کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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5218114 | 1383316 | 2013 | 5 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Evaluating the CO2-capturing efficacy of amine and carboxylic acid motifs: ab initio studies on thermodynamic versus kinetic properties Evaluating the CO2-capturing efficacy of amine and carboxylic acid motifs: ab initio studies on thermodynamic versus kinetic properties](/preview/png/5218114.png)
The reaction of alanine with CO2 was investigated to evaluate the CO2-capturing efficacy of its two functional groups, -NH2 and -CO2H, using b3lyp/6-31+G* methods. Optimized structures of initial complexes (IN and IO), transition states (TSN and TSO), and products (PN and PO) from the interactions of CO2 with -NH2 and -CO2H in alanine were calculated. Binding energies to -NH2 and -CO2H in alanine were predicted to be 3.404 and 2.151Â kcal/mol, respectively. For the -NH2 and -CO2H reaction pathways, the activation energies were calculated to be 38.149 and 18.882Â kcal/mol, and reaction energies were â2.492 and 14.514Â kcal/mol, respectively. Kinetically, the route to generate the carbonic anhydride through the -CO2H moiety was more favorable by 20Â kcal/mol than reaction at the -NH2 moiety, whereas this route was revealed to be a thermodynamically unfavorable path. These results suggested that the -CO2H functional group reversibly reacted with CO2 more quickly than the -NH2 group, which may afford utility as a carrier in the formation of a CO2-scrubbing membrane. In addition, the effects of a water molecule catalyst in the CO2-capturing reactions of the -NH2 and -CO2H functional groups in alanine were calculated and discussed.
The -CO2H functional group in amino acids reversibly reacts with CO2 more quickly than the -NH2 group, generating the carbonic anhydride, -CO2CO2H.
Journal: Tetrahedron - Volume 69, Issue 32, 12 August 2013, Pages 6693-6697