Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines
Vibrational circular dichroism (VCD) spectroscopy and density functional theory (DFT) calculations are used to investigate the keto-enol equilibrium of 3-(trifluoroacetyl)-camphor (TFC) and to study the interaction of TFC with chiral aminesin deuterated Chloroform. It is shown that the VCD spectra o...
| Main Authors: | , , , |
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| Format: | Journal Article |
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Wiley-Liss
2010
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| Online Access: | http://hdl.handle.net/20.500.11937/20898 |
| _version_ | 1848750438918127616 |
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| author | Merten, C. Jalkanen, Karl Weiss, V. Hartwig, A. |
| author_facet | Merten, C. Jalkanen, Karl Weiss, V. Hartwig, A. |
| author_sort | Merten, C. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | Vibrational circular dichroism (VCD) spectroscopy and density functional theory (DFT) calculations are used to investigate the keto-enol equilibrium of 3-(trifluoroacetyl)-camphor (TFC) and to study the interaction of TFC with chiral aminesin deuterated Chloroform. It is shown that the VCD spectra of the enol- and keto forms of TFC can clearly be distinguished and that the enol form is favored. By deprotonationof the TFC enol with chiral amines, no indication of a mutual diasteriomeric influenceon the VCD spectra induced by transfer of stereochemical information between the chiralionic species is found, neither experimentally nor theoretically. |
| first_indexed | 2025-11-14T07:36:50Z |
| format | Journal Article |
| id | curtin-20.500.11937-20898 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T07:36:50Z |
| publishDate | 2010 |
| publisher | Wiley-Liss |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-208982017-09-13T16:03:34Z Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines Merten, C. Jalkanen, Karl Weiss, V. Hartwig, A. ion pairing density functional theory Coulomb interaction keto-enol equilibrium vibrational circular dichroism Vibrational circular dichroism (VCD) spectroscopy and density functional theory (DFT) calculations are used to investigate the keto-enol equilibrium of 3-(trifluoroacetyl)-camphor (TFC) and to study the interaction of TFC with chiral aminesin deuterated Chloroform. It is shown that the VCD spectra of the enol- and keto forms of TFC can clearly be distinguished and that the enol form is favored. By deprotonationof the TFC enol with chiral amines, no indication of a mutual diasteriomeric influenceon the VCD spectra induced by transfer of stereochemical information between the chiralionic species is found, neither experimentally nor theoretically. 2010 Journal Article http://hdl.handle.net/20.500.11937/20898 10.1002/chir.20832 Wiley-Liss restricted |
| spellingShingle | ion pairing density functional theory Coulomb interaction keto-enol equilibrium vibrational circular dichroism Merten, C. Jalkanen, Karl Weiss, V. Hartwig, A. Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines |
| title | Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines |
| title_full | Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines |
| title_fullStr | Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines |
| title_full_unstemmed | Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines |
| title_short | Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines |
| title_sort | vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines |
| topic | ion pairing density functional theory Coulomb interaction keto-enol equilibrium vibrational circular dichroism |
| url | http://hdl.handle.net/20.500.11937/20898 |