Premium
The 1,3 dipolar cycloaddition of azomethine ylides to graphene, single wall carbon nanotubes, and C60
Author(s) -
Denis Pablo A.,
Iribarne Federico
Publication year - 2009
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.22316
Subject(s) - azomethine ylide , cycloaddition , graphene , carbon nanotube , chemistry , pyrene , reactivity (psychology) , density functional theory , binding energy , dipole , computational chemistry , 1,3 dipolar cycloaddition , ylide , photochemistry , materials science , nanotechnology , stereochemistry , organic chemistry , catalysis , atomic physics , physics , medicine , alternative medicine , pathology
Herein, we perform a comparative study on the addition of azomethine ylides to graphene, carbon nanotubes, C 60 , ethene, pyrene and a C 48 H 18 hydrocarbon. The calculated binding energies and free energy corrections suggest that the addition of azomethine ylide to perfect graphene is not spontaneous (ΔG > 0). However, the presence of Stones–Wales defects significantly increases reactivity: the binding energy between SW‐defective graphene and the azomethine ylide is 0.83 eV, close to that determined for a (5,5) SWCNT. The electronic properties of the sheet are not modified by the 1,3 cycloaddition. The binding energies determined for the addition of an azomethine ylide to a (5,5) SWCNT are significantly lower than previously reported. © 2009 Wiley Periodicals, Inc. Int J Quantum Chem, 2010
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom