BN-doped fullerenes: An NICS characterization

被引:46
作者
Chen, ZF
Jiao, HJ
Hirsch, A
Thiel, W
机构
[1] Univ Erlangen Nurnberg, Inst Organ Chem, D-91054 Erlangen, Germany
[2] Max Planck Inst Kohlenforsch, D-45466 Mulheim, Germany
[3] Univ Rennes 1, CNRS, UMR 6511, Chim Solide & Inorgan Mol Lab, F-35042 Rennes, France
关键词
D O I
10.1021/jo001672a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heterofullerenes C-58(BN), C-54(BN)(3), C-48(BN)(6), and C-12(BN)(24) and their hexaanions as well as the C58(BN) dimer have been investigated by ab initio calculations. On the basis of the computed nucleus independent chemical shifts (NICS) at the cage center and also at the center of individual rings, BN-doped fullerenes C-58(BN), C-54(BN)(3), and C-48(BN)(6) are slightly more aromatic than C-60, whereas the corresponding hexaanions are significantly less aromatic than CG(60)(6-). The predicted NICS values may be useful for the identification of the heterofullerenes through their endohedral He-3 NMR chemical shifts. Compared to C-60, the dimerization of C-58(BN) is calculated to be more exothermic by 16 kcal/mol.
引用
收藏
页码:3380 / 3383
页数:4
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