Skip to main content
SpringerLink
Log in

Aromatic C20F20 cage and its endohedral complexes X@C20F20 (X = H−, F−, Cl−, Br−, H, He)

  • Original Paper
  • Published:
Journal of Molecular Modeling Aims and scope Submit manuscript

Abstract

The structure and stability of endohedral X@C20F20 complexes (X = H−, F−, Cl−, Br−, H, He) have been computed at the B3LYP level of theory. All complexes in I h symmetry were found to be energy minimum structures. H−@C20F20 and F−@C20F20 complexes have negative inclusion energies, while other complexes have positive inclusion energies. Similarity between C20F20 and C20H20 has been found for X = H and He. On the basis of the computed nucleus independent chemical shift values at the cage center, both C20F20 and C20F20 are aromatic.

Endohedral X@C20F20 complexes

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Paquette LA (1989) Chem Rev 89:1051–1065

    Article  CAS  Google Scholar 

  2. Paquette LA (1990) The [n] peristylane-polyhedrane connection. In: Olah GA (ed) Cage hydrocarbons. Wiley, New York, pp 313–352

    Google Scholar 

  3. Fessner WD, Prinzbach H (1990) The pagodane route to dodecahedrane. In: Olah GA (ed) Cage hydrocarbons. Wiley, New York, pp 353–405

    Google Scholar 

  4. Prinzbach H, Weber K (1994) Angew Chem Int Ed Engl 33:2239–2258

    Article  Google Scholar 

  5. Schulman JM, Disch RL (1978) J Am Chem Soc 100:5677–5681

    Article  CAS  Google Scholar 

  6. Dixon DA, Deerfield D, Graham GD (1981) Chem Phys Lett 78:161–164

    Article  CAS  Google Scholar 

  7. Chen Z, Jiao H, Bühl M, Hirsch A, Thiel W (2001) Theor Chem Acc 106:352–363

    CAS  Google Scholar 

  8. Jimenez-Vazquez HA, Tamariz J, Cross RJ (2001) J Phys Chem A 105:1315–1319

    Article  CAS  Google Scholar 

  9. Moran D, Stahl F, Jemmis ED, Schaefer III HF, Schleyer PvR (2002) J Phys Chem A 106:5144–5154

    Article  CAS  Google Scholar 

  10. Chen Z, Jiao H, Moran D, Hirsch A, Thiel W, Schleyer PvR (2003) J Phys Chem A 107:2075–2079

    Article  CAS  Google Scholar 

  11. Cross RJ, Saunders M, Prinzbach H (1999) Org Lett 1:1479–1481

    Article  CAS  Google Scholar 

  12. Moran D, Woodcock HL, Chen Z, Schaefer III HF, Schleyer PvR (2003) J Am Chem Soc 125:11442–11451

    Article  CAS  Google Scholar 

  13. Pichierri F, Kumar V, Kawazoe Y (2005) Chem Phys Lett 406:341–344

    Article  CAS  Google Scholar 

  14. Zhang CY, Wu HS, Jiao H (2005) Chem Phys Lett 410:457–461

    Article  CAS  Google Scholar 

  15. Cioslowski J, Edgington L, Stefanov BB (1995) J Am Chem Soc 117:10381–10384

    Article  CAS  Google Scholar 

  16. Yan G, Brinkmann NR, Schaefer III HF (2003) J Phys Chem A 107:9479–9485

    Article  CAS  Google Scholar 

  17. Beck CM, Burdeniuc J, Crabtree RH, Rheingold AL, Yap GP (1998) Inorg Chem Acta 270:559–562

    Article  CAS  Google Scholar 

  18. Alkorta I, Rozas I, Elguero J (2002) J Am Chem Soc 124:8593–8598

    Article  CAS  Google Scholar 

  19. Xie Y, Schaefer III HF, Cotton FA (2003) Chem Commun 102–103

  20. Li Q, Feng X, Xie Y, Schaefer III HF (2004) J Phys Chem A 108:7071–7078

    Article  CAS  Google Scholar 

  21. Li Q, Feng X, Xie Y, Schaefer III HF (2005) J Phys Chem A 109:1454–1457

    Article  CAS  Google Scholar 

  22. Paul A, Wannere CS, Kasalova V, Schleyer PvR, Schaefer III HF (2005) J Am Chem Soc 127:15457–15469

    Article  CAS  Google Scholar 

  23. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery Jr JA, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA (2000) Gaussian 03, Revision C.02. Gaussian Inc, Wallingford CT

    Google Scholar 

  24. Reed AE, Curtiss LA, Weinhold F (1988) Chem Rev 88:899–926

    Article  CAS  Google Scholar 

  25. Schleyer PvR, Maerker C, Dransfeld A, Jiao H, van Eikema Hommes NJR (1996) J Am Chem Soc 118:6317–6318

    Article  CAS  Google Scholar 

  26. Schleyer PvR, Jiao H, van Eikema Hommes NJR, Malkin VG, Malkina OL (1997) J Am Chem Soc 119:12669–12670

    Article  CAS  Google Scholar 

  27. Schleyer PvR, Manoharan M, Wang ZX, Kiran B, Jiao H, Puchta R, van Eikema Hommes NJR (2001) Org Lett 3:2465–2468

    Article  CAS  Google Scholar 

  28. Wolinski K, Hinton JF, Pulay P (1990) J Am Chem Soc 112:8251–8260

    Article  CAS  Google Scholar 

  29. Greenwood NN, Earnshaw A (1990) Chemie der elemente. VCH, Weinheim

    Google Scholar 

  30. Jiao H, Nagelkerke R, Kurtz HA, Williams RV, Borden WT, Schleyer PvR (1997) J Am Chem Soc 119:5921–5929

    Google Scholar 

  31. Jiao H, Schleyer PvR, Mo Y, McAllister MA, Tidwell TT (1997) J Am Chem Soc 119:7075–7083

    Article  CAS  Google Scholar 

  32. Simon S, Duran M, Dannenberg JJ (1996) J Chem Phys 105:11024–11031

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the Special Funds of the Shanxi Normal University and the National Nature Science Foundation of China (20673070).

Author information

Authors and Affiliations

  1. School of Chemistry and Materials Science, Shanxi Normal University, Linfen, 041004, China

    Cai-Yun Zhang & Hai-Shun Wu

  2. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059, Rostock, Germany

    Haijun Jiao

Authors
  1. Cai-Yun Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Hai-Shun Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Haijun Jiao
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Haijun Jiao.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zhang, CY., Wu, HS. & Jiao, H. Aromatic C20F20 cage and its endohedral complexes X@C20F20 (X = H−, F−, Cl−, Br−, H, He). J Mol Model 13, 499–503 (2007). https://doi.org/10.1007/s00894-007-0169-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00894-007-0169-8

Keywords

Search

Navigation