Preparation fluoroadamantanes

HF amine complexes are also employed for nucleophilic displacement of halogens and hydroxyls. Olah and coworkers used the reaction with and without the help of NCVBF for preparing fluoroadamantanes and fluorodiadamantanes28. They also found that an electrophilic salt would extract an hydride a to a C—Br moiety, followed by F attack on the resulting carbocation to form vicinal fluorobromo alkanes (equation 15)29. 

Adamantyltetrafluorophosphorane (23) cannot be prepared from the phos-phonyl difluoride (77) by treatment with sulphur tetrafluoride. Instead, it has been prepared in good yield by Lewis-acid-induced cleavage of 1-fluoroadamantane the first time this has been achieved with an alkyl fluoride. ... 

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