Journal of Organic Chemistry p. 2497 - 2504 (1988)
Update date:2022-08-17
Topics:
Kelly, David P.
Giansiracusa, Joseph J.
Leslie, D. Ralph
McKern, Ian D.
Sinclair, Georgia C.
One-bond 13C-H coupling constants have been measured for the trismonocyclopropenium cations derived from bicyclo<3.1.0>hex-3-yl (1), tricyclo<3.2.1.02,4>oct-8-yl, (12, 14) and pentacyclo<4.3.0.02,4.03,8.05,7>non-9-yl (26, 27) precursors under stable ion conditions and compared with those of the corresponding model ketones. the ΔJ values thus obtained for the bridging carbons (21-32Hz) and the ajacent methylene or methine carbons (18-27 Hz) are large and not consistent with static or equilibrating classical structures for these cations.The data provide additional confirmation of the ??-bridged, nonclassical nature of these
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