| Title: | Silylation of cellobiose as a model reaction for the synthesis of silylated cellulose : a DFT and PM3 approach |
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| Authors: | ID Spirk, Stefan (Author)
ID Ehmann, Heike M. A. (Author)
ID Ribitsch, Volker (Author)
ID Stana-Kleinschek, Karin (Author) |
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| Files: |  http://www.sciforum.net/presentation/572
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| Language: | English |
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| Work type: | Unknown |
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| Typology: | 1.08 - Published Scientific Conference Contribution |
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| Organization: | FS - Faculty of Mechanical Engineering
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| Abstract: | The object of the present study is the isodesmic reaction of cellobiose (the repeating unit in cellulose) with different kinds of silanes, R-SiH3, to form silylated cellobiose (Cello-SiH3) and the corresponding alcohols (R-OH). The size and the chemical reactivity of the substituent R is varied as well as the position where O-silylation at the cellobiose takes place. In contrast to experimental observations where the O6 position is favored for silylation, for the computed reactions, energy differences are smaller than 3 kcal/mol for the different positions at the B3LYP/6-311G* as well as at the B3LYP/6-311+G* level of theory. Depending on the silane, reaction energies in a range from -17 kcal/mol (R=NHSiH3) and +18 kcal/mol (R=F) have been calculated. In addition, semi-empirical calculations on the PM3 level of theory have been performed. These results are set into contrast with the results derived from DFT calculations to assess whether semi-empirical methods may be useful for the description of larger systems containing silylated cellobiose units. |
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| Keywords: | silylation of cellobiose, silanes, DFT, PM3 |
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| Year of publishing: | 2011 |
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| PID: | 20.500.12556/DKUM-26901  |
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| UDC: | 677.1 |
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| COBISS.SI-ID: | 15523350 |
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| NUK URN: | URN:SI:UM:DK:IVYMWULI |
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| Publication date in DKUM: | 01.06.2012 |
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| Views: | 2616 |
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| Downloads: | 77 |
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| Metadata: |    |
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| Categories: | Misc.
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