The 1-(Trimethylsilyl) bicyclobutonium Ion: NMR Spectroscopy, Isotope Effects, and Quantum Chemical Ab Initio Calculations of a New Hypercoordinated Carbocation
HU Siehl, M Fuss, J Gauss
Index: Siehl, Hans-Ullrich; Fuss, Martin; Gauss, Juergen Journal of the American Chemical Society, 1995 , vol. 117, # 22 p. 5983 - 5991
Full Text: HTML
Citation Number: 21
Abstract
Abstract: The 1-(trimethylsilyl) bicyclobutonium ion is generated from (1'-(trimethylsily1) cyclopropyl) methanol by reaction with SbF5. The NMR spectroscopic data in S02ClF/S02F2 solution at-128" C are in accord with a bridged puckered bicyclobutonium structure undergoing a 3-fold rapid degenerate rearrangement that renders the two p-and one y- methylene groups equivalent, leading to one averaged I3C-NMR signal for the CH2 ...
Related Articles:
[Wells, Gregory J.; Yan, Tu-Hsin; Paquette, Leo A. Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3604 - 3609]
Silicon in organic synthesis. 16. A short synthesis of (+±)-α-vetispirene
[Yan, Tu-Hsin; Paquette, Leo A. Tetrahedron Letters, 1982 , vol. 23, # 32 p. 3227 - 3230]
[Wells, Gregory J.; Yan, Tu-Hsin; Paquette, Leo A. Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3604 - 3609]
[Wells, Gregory J.; Yan, Tu-Hsin; Paquette, Leo A. Journal of Organic Chemistry, 1984 , vol. 49, # 19 p. 3604 - 3609]
Synthesis and reactivity of α-lithio α-trimethylsilyl cyclopropanes and related derivatives
[Halazy, S.; Dumont, W.; Krief, A. Tetrahedron Letters, 1981 , vol. 22, # 47 p. 4737 - 4740]