TY - JOUR
T1 - Theoretical study of cellobiose hydrolysis to glucose in ionic liquids
AU - Nishimura, Yoshifumi
AU - Yokogawa, Daisuke
AU - Irle, Stephan
N1 - Funding Information:
A part of calculations was performed using Research Center for Computational Science, Okazaki, Japan. This work was partially supported by an Academic Consortium 21 (AC21) Special Project Fund. Y. N. would like to thank the financial support by Nagoya University Program for Leading Graduate Schools ‘Integrative Graduate Education and Research Program in Green Natural Sciences’. D. Y. would like to acknowledge support from a Grant-in-Aid for Young Scientists B (No. 24750015).
PY - 2014/5/30
Y1 - 2014/5/30
N2 - The SN1-type hydrolysis reaction of cellobiose in ionic liquids (ILs) was theoretically investigated. First principles and ab initio quantum chemical methods were used in conjunction with the 'reference interaction site model self-consistent field with spatial electron density distribution' (RISM-SCF-SEDD) method. Reaction mechanism pathways are discussed and compared to calculations in gas phase and in aqueous solution. Analysis of solvation effects indicates strong interaction between hydrogen atoms of glucose hydroxyl groups and the anions in ILs, contributing to large stabilization of the reaction product. The calculated activation energy in ILs (24.5 kcal/mol) agrees quantitatively with the experimental value (26.5 kcal/mol).
AB - The SN1-type hydrolysis reaction of cellobiose in ionic liquids (ILs) was theoretically investigated. First principles and ab initio quantum chemical methods were used in conjunction with the 'reference interaction site model self-consistent field with spatial electron density distribution' (RISM-SCF-SEDD) method. Reaction mechanism pathways are discussed and compared to calculations in gas phase and in aqueous solution. Analysis of solvation effects indicates strong interaction between hydrogen atoms of glucose hydroxyl groups and the anions in ILs, contributing to large stabilization of the reaction product. The calculated activation energy in ILs (24.5 kcal/mol) agrees quantitatively with the experimental value (26.5 kcal/mol).
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U2 - 10.1016/j.cplett.2014.04.014
DO - 10.1016/j.cplett.2014.04.014
M3 - Article
AN - SCOPUS:84900461855
SN - 0009-2614
VL - 603
SP - 7
EP - 12
JO - Chemical Physics Letters
JF - Chemical Physics Letters
ER -