Mono- and multiply-functionalized fullerene derivatives through 1,3-dipolar cycloadditions: A DFT study

1,3-Dipolar Cycloaddition in Stone–Wales Defective Carbon Nanotubes: A Computational Study

“…Such structural feature can lead to a decrease in the E r values of the 1,3 DC reactions of P-SW defects in comparison to those of D-SW ones. This is in agreement with the distortion/ interaction model for the cycloaddition reactions [15,42]. The distortion energy is defined as the energy required to distort the dipole into the geometry they possess in the transition state, without allowing interaction between the fragments.…”

“…The M06-2X functional [39] in combination with 6-311G(d, p) basis sets is used for geometry optimizations and single-point energy calculations. The standard 6-311G(d, p) basis set is employed due to being affordable and accurate enough for geometry optimization of even large molecules [40][41][42]. For example, the optimized structures of the complexes of azides (N:N ?…”

Exploring the Mechanism of Reactions of SiX3 and CX3 Radicals with Si20X20 Fullerenes (X = H, F): A Density Functional Study

“…G(d, p) basis set. It has been demonstrated that this combination of basis set with the functional provides accurate results on the fullerenes and nanotubes [21][22][23][24][25]. The M06-2X functional belongs to a family of hybrid meta-generalized-gradient-approximation exchange-correlation functionals which include an accurate treatment of the dispersion energy.…”

Theoretical study of the corannulene ozonolysis and evaluation of the various reaction paths

“…In defective graphene, the arrangement of defects determines the local deviation from planarity. The 1,3-dipolar cycloaddition reactions are among the most straightforward procedures for fullerene and nanotube functionalization [14][15][16][17][18][19][20][21][22][23]. The ozonization of C 60 and the dissociation of the formed ozonide C 60 O 3 have been investigated theoretically at the AM1 level of theory [24] and experimentally [25,26].…”

“…Li and Jiao have introduced four neutral chemical groups such as: ACH 2 OH, ACONH 2 , ACOOH and ACOH in the C 24 H 24 fullerene, by replacing a single H atom [33]. Anafcheh and Ghafouri investigated the electronic and chemical properties of mono and multiply-functionalized fullerene derivatives through the [2 + 3] cycloaddition reactions of 1,3-dipoles such as nitriloxide (HC"N + AO À ), azide (N"N + ANH À ) and azomethineylides (H 2 CANH + ACH 2 À ) with C 60 fullerene [14]. The addition of a 1,3-dipole to an alkene for the synthesis of five-membered rings, constitute one of the most important classes of organic reactions [14,34,35].…”