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Rate of degenerate rearrangement of the 2‐methyl‐2‐norbornyl cation studied by 13 C selective pulse transfer and two‐dimensional NOESY spectroscopy
Author(s) -
Baine Peter,
Domenick Robert L.,
Servis Kenneth L.
Publication year - 1987
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.1260251203
Subject(s) - 2 norbornyl cation , chemistry , delocalized electron , spectroscopy , degenerate energy levels , hydride , pulse (music) , two dimensional nuclear magnetic resonance spectroscopy , nuclear magnetic resonance spectroscopy , analytical chemistry (journal) , stereochemistry , hydrogen , organic chemistry , physics , quantum mechanics , detector , electrical engineering , engineering
The rate of the degenerate 6,1‐hydride shift and rearrangement of the 2‐methyl‐2‐norbornyl cation has been determined using selective pulse transfer experiments and 2D NOESY experiments over the temperature range 200–220 K. Least‐squares analysis of the data gives a free energy of activation of 11.3 kcal mol −1 . The results are compatible with the presence of σ‐delocalization in the 2‐methyl‐2‐norbornyl cation.