Bond-Curvature Effect of Sidewall [2+1] Cycloadditions of Single-Walled Carbon Nanotubes: A New Criterion To the Adduct Structures
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Abstract
A unique property, bond curvature K, is proposed as a universal criterion for structures and reactivities of sidewall [2+1] cycloadditions of SWCNTs. B3LYP/6-31G* calculations for cycloadditions on various types of SWCNTs show that the binding energies of the open structures and the changes in C−C bond lengths of the 3MR structures increase linearly with K. When K is large, the open structure is formed, whereas when K is small, the formation of the configuration with a three-membered ring (3MR) is favorable. A boundary of K for producing different structures is about 1.5 nm-1 for the tubes with moderate radii. The cycloaddition of CCl2 on any C−C bond of zigzag tubes with smaller K values will lead to adducts with 3MR structures, which clarifies the contradiction between the experimental phenomenon and previous theoretical predictions.
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