Bulletin of the Korean Chemical Society

  • 제32권9호
  • /
  • Pages.3372-3376
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  • 2011
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  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Determination of Atomic Structures and Relative Stabilities of Diadduct Regioisomers of C20X2 (X = H, F, Cl, Br, and OH) by the Hybrid Density-Functional B3LYP Method

  • Lee, Seol (Department of Chemistry, and Nanoscale Sciences and Technology Institute, Wonkwang University) ;
  • Suh, Young-Sun (Department of Chemistry, and Nanoscale Sciences and Technology Institute, Wonkwang University) ;
  • Hwang, Yong-Gyoo (Division of Microelectronics and Display Technology, and Nanoscale Sciences and Technology Institute, Wonkwang University) ;
  • Lee, Kee-Hag (Department of Chemistry, and Nanoscale Sciences and Technology Institute, Wonkwang University)
  • 투고 : 2011.06.09
  • 심사 : 2011.07.27
  • 발행 : 2011.09.20
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초록

We have studied the relative stability and atomic structures of five $C_{20}X_2$ regioisomers obtained as diadducts of a $C_{20}$ cage (X = H, F, Cl, Br, and OH). All the regioisomers are geometric isomers, i.e., they differ in their spatial arrangement. Full-geometry optimizations of the regioisomers have been performed using the hybrid density-functional (B3LYP/6-31G(d, p)) method. Our results suggest that the cis-1 regioisomer (the 1,2-diadduct) is the most stable and that the second most stable is the trans-2 (1,13-diadduct) regioisomer, implying that the long-range interaction between the two adducts and the resonance effect are more pronounced than the diadduct-induced strain in the $C_{20}$ cage. The HOMO and LUMO characteristics of each regioisomer with the same symmetry of structural regioisomers except $C_{20}(OH)_2$ are topologically same. This suggests that by using an entirely different set of characteristic chemical reactions for each regioisomer, we can distinguish between the five regioisomers for each $C_{20}$ diadduct derivative.

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피인용 문헌

  1. Regioisomers (X = F, Cl, Br, or OH) vol.33, pp.2, 2012, https://doi.org/10.5012/bkcs.2012.33.2.641
  2. Regioisomers: Hybrid DFT B3LYP Study vol.34, pp.8, 2013, https://doi.org/10.5012/bkcs.2013.34.8.2403
  3. ) number of different addends vol.25, pp.2, 2017, https://doi.org/10.1080/1536383X.2016.1255203
  4. First-principles calculations of the electronic structure of C20, electric field, and monomer interaction effects vol.91, pp.1, 2011, https://doi.org/10.1139/cjp-2012-0232