Theoretical Investigation of Hetero–Diels–Alder Functionalizations on SWCNT and Their Reaction Properties

Two–layered ONIOM method at the ONIOM(B3LYP/6–31G(d,p):AM1) theoretical level was applied to investigate the hetero Diels-Alder reaction functionalization of various nitrosoalkenes (NAs) and thionitrosoalkenes (TNAs) onto side–wall (5,5) armchair SWCNT. The results indicated that SWCNT can be functionalized with NAs and TNAs. The energy barriers of TNAs funtionalized SWCNT were lower than those of NAs. This implied that TNAs are easier to react with SWCNT than those of NAs. In addition, electronic properties and density of states of SWCNT were modified by the Diels-Alder functionalizations of NAs and TNAs.