Rotational barriers of substituted BIPHEP ligands: a comparative experimental and theoretical study
The interconversion barriers of 14 different 3,3?- and 5,5?-disubstituted tropos BIPHEP [2,2?-bis(diphenylphosphino)-1,1?-biphenyl] and BIPHEP(O) [2,2?-bis(diphenylphosphoryl)-1,1?-biphenyl] ligands were investigated by enantioselective dynamic high performance liquid chromatography (DHPLC) and DFT...
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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
23 August 2016
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| In: |
European journal of organic chemistry
Year: 2016, Issue: 30, Pages: 5123-5126 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201600836 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201600836 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201600836 
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| Author Notes: | Golo Storch, Frank Maier, Pablo Wessig, and Oliver Trapp |
| Summary: | The interconversion barriers of 14 different 3,3?- and 5,5?-disubstituted tropos BIPHEP [2,2?-bis(diphenylphosphino)-1,1?-biphenyl] and BIPHEP(O) [2,2?-bis(diphenylphosphoryl)-1,1?-biphenyl] ligands were investigated by enantioselective dynamic high performance liquid chromatography (DHPLC) and DFT calculations using the B3LYP/6-31G* and M06-2X/6-31G* levels of theory. The experimentally determined enantiomerization barriers varied from 86.8 to 101.4 kJ?mol?1 and were found to be in excellent agreement with the calculated data. The root-mean-square deviations are 7.3 kJ?mol?1 for the B3LYP functional and 11.3 kJ?mol?1 for the M06-2X method. |
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| Item Description: | Gesehen am 19.05.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201600836 |