Electrophilic fluorination of 9H fluorenyl piperazine fragment

[Spezialemic]

Hey guys,

I need to fluorinate a fluorenyl piperazine fragment for an NMR experiment I'm running, and I'm not quite sure what the best way to go about it would be. I'm striving for the uni- or bilaterally fluorinated product preferably at the 1-position (or 1 and 8, bilaterally) for reasons related to protein binding sterics. However, fluorination at any of the 1-8 positions, either uni or bilaterally would still be acceptable. I'm asking here since scifinder hasn't been able to lead me in the right direction so far, so I'm hoping someone here might know where to start. Thanks!

 

Edited May 23, 2019 by Spezialemic
Forgot to include photo