Please use this identifier to cite or link to this item: https://doi.org/10.1071/CH09303
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dc.titleStructure of 4,4-bisphenylsulfonyl-N,N-dimethylbutylamine: Interplay of intramolecular C-H·N, C-H·O=S, and interactions
dc.contributor.authorRan, J.
dc.contributor.authorWong, M.W.
dc.date.accessioned2014-10-16T08:48:35Z
dc.date.available2014-10-16T08:48:35Z
dc.date.issued2009
dc.identifier.citationRan, 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
dc.identifier.issn00049425
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/95501
dc.description.abstractConformations 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.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1071/CH09303
dc.sourceScopus
dc.typeConference Paper
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1071/CH09303
dc.description.sourcetitleAustralian Journal of Chemistry
dc.description.volume62
dc.description.issue9
dc.description.page1062-1067
dc.description.codenAJCHA
dc.identifier.isiut000269853200018
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