The 1,3 Dipolar Cycloaddition of Azomethine Ylides to Graphene, Single Wall Carbon Nanotubes, and C60

被引：49

作者：

Denis, Pablo A. ^{[1
]}

Iribarne, Federico ^{[1
]}

机构：

[1] UDELAR, Fac Quim, DETEMA, Lab Bioinformat & Farmacol Mol, Montevideo 11800, Uruguay

来源：

INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY | 2010年 / 110卷 / 09期

关键词：

DFT; graphene; azomethine ylides; computational nanotechnology; nanotubes; CHEMICAL-MODIFICATION; MAGNETIC-PROPERTIES; AB-INITIO; FUNCTIONALIZATION; PYRROLIDINE; STABILITY; SIDEWALLS;

D O I：

10.1002/qua.22316

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Herein, we perform a comparative study on the addition of azomethine ylides to graphene, carbon nanotubes, C-60, ethene, pyrene and a C48H18 hydrocarbon. The calculated binding energies and free energy corrections suggest that the addition of azomethine ylide to perfect graphene is not spontaneous (Delta G > 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. (C) 2009 Wiley Periodicals, Inc. Int J Quantum Chem 110: 1764-1.771, 2010

引用

页码：1764 / 1771

页数：8

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