Please use this identifier to cite or link to this item:
|Title:||Structure of 4,4-bisphenylsulfonyl-N,N-dimethylbutylamine: Interplay of intramolecular C-H·N, C-H·O=S, and interactions|
|Citation:||Ran, J., Wong, M.W. (2009). Structure of 4,4-bisphenylsulfonyl-N,N-dimethylbutylamine: Interplay of intramolecular C-H·N, C-H·O=S, and interactions. Australian Journal of Chemistry 62 (9) : 1062-1067. ScholarBank@NUS Repository. https://doi.org/10.1071/CH09303|
|Abstract:||Conformations of 4,4-bisphenylsulfonyl-N,N-dimethylbutylamine (BSDBA) were examined by ab initio calculations. Intramolecular CHN, CHO, and interactions are found to play an important role in governing the conformational properties. This finding is supported by charge density analysis based on the theory of atoms in molecules. The calculated molecular structure and 1H chemical shifts of the methyl derivative (BSTBA) are in excellent agreement with experimental findings. The intramolecular CHN hydrogen bond in BSDBA is estimated to have a significant interaction energy of 25 kJ mol-1. The sulfonyl oxygens in BSDBA interact readily with neighbouring methylene, methyl and phenyl hydrogens via CHO=S hydrogen bonds. In agreement with experiment, solvent effect calculations indicate that these weaker intramolecular interactions prevail in an aprotic polar medium. © CSIRO 2009.|
|Source Title:||Australian Journal of Chemistry|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Nov 14, 2018
WEB OF SCIENCETM
checked on Nov 6, 2018
checked on Oct 12, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.