2-Norbornyl fluoride

Notbornyl alcohol, 58, 78 2-Norbornyl fluoride, 58, 78 Norcamphor, 59, 85 Nucleophilic acylation, 59, 56 Nucleophilic acylation with disodium... 

When 2-norbornyl fluoride is dissolved in superacid solution, a carbo-cation is obtained as shown in Equation 6.42. This ion has been examined by a number of physical methods, and the data are consistent with its structure being the bridged ion, 82.112 For example, the ion has been examined by ESCA... 

Preparation of the norbornyl cation by protonating nortricyclane, or from reaction of norbornyl fluoride or alcohol with SbF5, precludes equilibration involving dinorbomylhalonium ions, but that complication can occur under certain conditions between norbornyl chloride or bromide and the norbornyl cation. We have studied equilibration of the norbornyl cation with excess norbornyl halides through the dinorbomylhalonium ions, and described its characteristics. 

Figure 3.37 Internal return in the solvolysis of a-glucosyl fluoride and in a classical example from solvolysis chemistry, the acetolysis of exo-norbornyl p-toluenesulfonate.

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