In organometallic study, activation of C-F bond is an interesting subject, especially in fluoro-substituted propyl groups, because of their different reactivityn from fluoro-substituted methyl and ethyl groups. In this thesis, fluorinated propyl groups were studied on a Cu(111) surface under ultrahigh vacuum (UHV) conditions. We have examined the kinetics of the £]-elimination reaction in CF3CF2CH2-Cu, CHF2CF2CH2-Cu, and CF3CH2CH2-Cu. These species all decompose via £]-elimination to give CF3CF=CH2, CHF2CF=CH2, and CF3CH=CH2. The first two species undergo £]-fluoride elimination and the third one undergoes £]-hydride elimination. The difference in activation energies between the first two accounts for the charge separation (R-C£]+£_¡KF−£_¡KM+£_) in the transition state proposed by Gellman. The activation energies for £]-hydride elimination (CF3CH2CH2-Cu) and £]-fluoride elimination (CF3CF2CH2-Cu) was also compared. The activation energy for £]-fluoride elimination is found to be lower than that of £]-hydride elimination. In the studies of reaction pathways for perfluoropropyl groups (n-C3F7-Cu and i-C3F7-Cu) on Cu(111), we discovered novel chemistry in TPD. n-C3F7-Cu undergoes Cu-C homolytic cleavage (radical desorption) at 340 K, whereas i-C3F7-Cu eliminates the £]-fluorine at 365 K. By changing the Cu-C bond length in the i-C3F7-5Cu models their IR spectra was calculated. We discover that the IR of i-C3F7-5Cu with shorter Cu-C bond (1.728Å) is more similar to the experimental IR spectra. That demonstrates the bond strength of Cu-C bond of i-C3F7-Cu is too strong to undergo Cu-C homolytic cleavage at 340 K. Hence, £]-F decomposition becomes the favorite pathway to i-C3F7-Cu because there are more £]-F atoms available in this moiety.