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Conformational equilibrium and dynamic behavior of bis‐N ‐triflyl substituted 3,8‐diazabicyclo[3.2.1]octane
Author(s) -
Shainyan Bagrat A.,
Moskalik Mikhail Yu.,
Heydenreich Matthias,
Kleinpeter Erich
Publication year - 2014
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.4086
Subject(s) - chemistry , conformational isomerism , octane , computational chemistry , derivative (finance) , nuclear magnetic resonance spectroscopy , spectroscopy , internal rotation , crystallography , stereochemistry , organic chemistry , molecule , mechanical engineering , physics , quantum mechanics , financial economics , engineering , economics
Restricted rotation about the N–S partial double bonds in a bis‐N ‐triflyl substituted 3,8‐diazabicyclo[3.2.1]octane derivative 1 has been frozen at low temperature ( Δ G ≠ = 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.