13C NMR and force field investigations of hydrindane conformations
- 1 January 1982
- journal article
- Published by Wiley in Magnetic Resonance in Chemistry
- Vol. 18 (1) , 38-41
- https://doi.org/10.1002/mrc.1270180109
Abstract
13C NMR shifts of trans‐ and cis‐annelated bicyclo[4.3.0]nonanes with substituents R in position 8 (R H, OH, Cl, Br) and 1‐hydroxy derivatives were analysed on the basis of force field calculated torsional angles using Allinger's MM1 program. Shielding increments for the 6 membered ring agree with corresponding cyclohexane values within ± 0.8 ppm maximal deviation. 13C NMR line shape analysis with cis‐hydrindane between 148 and 180 K yielded ΔH* = 37.0 ± 0.4 kJ mol−1 and ΔS* = 28 J mol−1 K−1 for the topomerization. The force field calculated reaction profile showed ΔH* = 37 kJ mol−1, in close agreement.Keywords
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