VCD spectroscopy distinguishes the enamine and iminium ion of a 1,1'-binaphthyl azepine.
| Autor: | Golub TP; Ruhr-Universität Bochum, Organische Chemie 2, Stereochemistry and Chiroptical Spectroscopy, Universitätsstraße 150, 44801 Bochum, Germany. christian.merten@ruhr-uni-bochum.de., Kano T; Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Nakacho, Koganei 184-8588, Japan., Maruoka K; Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo, Kyoto 606-8501, Japan., Merten C; Ruhr-Universität Bochum, Organische Chemie 2, Stereochemistry and Chiroptical Spectroscopy, Universitätsstraße 150, 44801 Bochum, Germany. christian.merten@ruhr-uni-bochum.de. |
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| Jazyk: | angličtina |
| Zdroj: | Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2022 Jul 26; Vol. 58 (60), pp. 8412-8415. Date of Electronic Publication: 2022 Jul 26. |
| DOI: | 10.1039/d2cc02863h |
| Abstrakt: | We present a VCD spectroscopic characterization of a chiral 1,1'-binaphthyl azepine catalyst and show that the VCD spectra of an in situ generated enamine and an ex situ prepared iminium ion are characteristically different. The study highlights the potential of VCD spectroscopy to distinguish such catalytically relevant stable intermediates and that the spectra can be used to determine the species' dominant conformers in solution. |
| Databáze: | MEDLINE |
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