Conformational equilibrium and dynamic behavior of bis‐N‐triflyl substituted 3,8‐diazabicyclo[3.2.1]octane |
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| Authors: | Bagrat A Shainyan Mikhail Yu Moskalik Matthias Heydenreich Erich Kleinpeter |
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| Institution: | 1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Science, , 664033 Irkutsk, Russian Federation;2. Chemisches Institut der Universit?t Potsdam, , D‐14476 Potsdam (Golm), Germany |
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| Abstract: | Restricted rotation about the N–S partial double bonds in a bis‐N‐triflyl substituted 3,8‐diazabicyclo3.2.1]octane derivative 1 has been frozen at low temperature (ΔG≠ = 11.6 kcal mol?1), and the existence of all four rotamers about the two N–S bonds, 3‐in,8‐in, 3‐in,8‐out, 3‐out,8‐in, and 3‐out,8‐out, respectively, proved experimentally by NMR spectroscopy and theoretically by DFT and MP2 calculations. Copyright © 2014 John Wiley & Sons, Ltd. |
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| Keywords: | NMR 1H 13C 19F Dynamic NMR Conformational equilibrium restricted N– S rotation |
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