Cyclodecanes functionalized

Figure 7 G(Si) value as a function of the carbon atom numbers in the molecules. When more than one measured value was published, we tried to select the most probable value. Alkanes (1) propane, (2) w-butane, (3) w-pentane, (4) cyclopentane, (5) w-hexane, (6) cyclohexane, (7) w-heptane, (8) cycloheptane, (9) methylcyclohexane, (10) w-octane, (11) cyclooctane, (12) isooctane, (13) w-decane, (14) cyclodecane, (15) cw-decalin, (16) trawx-decalin, (17) w-dodecane, (18) dicyclohexyl, (19) n-hexadecane. (From Refs. 18, 29, 65, 92, 148, and 155.)...

Photodilorination has been recommended for the preparation of choice of cyclodecene finom cyclodecane via the intermediate chloride. Bromine is a rather weak brominating agent for alkanes a only unusually favorable substrates, like adamantane, react at a reasonable rate. The mixture HgO/Brz is much more reactive than bromine itself, as shown by the facile tHomination of 1,1,3,3-tetramethylbutane. Silver hexafluoroantimonate has dso been used to activate bromine for this type of reaction. Iodine is normally ineffective in functionalizing alkanes, but use of y-itradiation of a solution of I2 in alkanes leads to unselective formation of all possible iodoalkanes. ... 

By definition, this empirical potential is good for small deviations from the equilibrium angle. For larger deviations, like those mentioned above for some cyclodecane molecules, it is not satisfactory. Unfortunately, various efforts to replace it by some better functions have not so far been particularly successful. It is, however, worth bearing these limitations in mind. 

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