Organic functionalization of the sidewalls of carbon nanotubes by diels-alder reactions: a theoretical prediction.
[structure: see text] The viability of the Diels-Alder (DA) cycloaddition of conjugated dienes onto the sidewalls of single-wall carbon nanotubes is assessed by means of a two-layered ONIOM(B3LYP/6-31G:AM1) approach. Whereas the DA reaction of 1,3-butadiene on the sidewall of an armchair (5,5) nanotube is found to be unfavorable, the cycloaddition of quinodimethane is predicted to be viable due to the aromaticity stabilization at the corresponding transition states and products.
Lu
Xin
X
State Key Laboratory for Physical Chemistry of Solid Surfaces, Institute of Physical Chemistry, Department of Chemistry, Xiamen University, Xiamen 361005, China.
Tian
Feng
F
Wang
Nanqin
N
Zhang
Qianer
Q