Fluorodecane

In contrast to the nature of TBAF, tetrabutylammoniuin bifluoride converts benzyl bromide to its fluoride in 100% yield and 4-chloronitrobenzene to 4 fluoromtrobenzene in 70% yield 1-Bromodecane is transformed by tetrabutyl-ammonium bifluoride to 1-fluorodecane in 88% yield, and 1-chlorododecane forms 1-fluorododecane in 83% yield In neither case are significant amounts of the elimination products formed [25]... 

Fluorinated lactones in the ring-size from 10 to 14 were enantioselectively polyunerized using lipase catalyst (173). The lipase CA-catalyzed polymerization of lO-fluorodecan-9-olide (10-membered) produced the optically active polymer with positive rotation. Interestingly, the corresponding oxyacid gave an optically inactive polyester. 

Fluorinated lactones, lO-fluorodecan-9-olide, 11-fluoroundecan-10-olide, 12-fluorododecan-ll-olide, and 14-fluorotetradecan-13-olide, were polymerized by lipase to produce the optically active polyesters with an of 3000 to 8000, while 10-fluorodecan-ll-olide gave an optically inactive polymer with an of 11000 by lipase-catalyzed ring-opening polymerization (Scheme 17) [115]. 

---