Would putting a fluorine onto the end of the amyl chain of THC or the propyl chain of THCV produce an active compound? Halogenating sidechains seem to work well on other cannabinoids.
Halogenated analogues of delta8-THC have been made and compared. Potency when you substitute at the 5' position goes like dimethylheptyl > Br = I > trifluoro > fluoro > hydroxy > plain delta8-THC. [ref]