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American Chemical Society, Journal of Organic Chemistry, 10(66), p. 3380-3383, 2001

DOI: 10.1021/jo001672a

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BN-Doped Fullerenes:  An NICS Characterization

Journal article published in 2001 by Zhongfang Chen, Haijun Jiao, Andreas Hirsch, Walter Thiel ORCID
This paper is available in a repository.
This paper is available in a repository.

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Abstract

Heterofullerenes C(58)(BN), C(54)(BN)(3), C(48)(BN)(6), and C(12)(BN)(24) and their hexaanions as well as the C(58)(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 C(60)(6)(-). The predicted NICS values may be useful for the identification of the heterofullerenes through their endohedral (3)He NMR chemical shifts. Compared to C(60), the dimerization of C(58)(BN) is calculated to be more exothermic by 16 kcal/mol.