DFT study on [4+2] and [2+2] cycloadditions to [60] fullerene

Chemical Papers

Volumn 68, Issue 3, 2014, Pages 409-416

  Peyghan, Ali Ahmadi ^a   Noei, Maziar ^b  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

^b ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

ab initio; chemical functionalisation; density functional; diene; nanostructure

Indexed keywords

EID: 84890126059     PISSN: 03666352     EISSN: 13369075     Source Type: Journal    
DOI: 10.2478/s11696-013-0448-z     Document Type: Article

References (39)

1. 60 fullerene nanowhiskers. Carbon, 50, 1209-1215. DOI: 10.1016/j.carbon.2011.10.035.
2. Beck, M. T.; Szépvölgyi, J.; Szabó, P.; & Jakab, E. (2001). Heterogeneous Diels-Alder reaction between cyclopentadiene and different solid carbons. Carbon, 39, 147-149. DOI: 10.1016/s0008-6223(00)00180- 9.
3. 60 fullerene functionalization with tetrazine. Computional and Theoretical Chemistry, 992, 164-167. DOI: 10.1016/j.comptc.2012. 05.039.
4. Beheshtian, J.; Peyghan, A. A.; & Bagheri, Z. (2012b). Functionalization of [60] fullerene with butadienes: A DFT study. Applied Surface Science, 258, 8980-8984. DOI: 10.1016/j.apsusc.2012.05.134.
5. Beheshtian, J.; Peyghan, A. A.; & Bagheri, Z. (2012c). Detection of phosgene by Sc-doped BN nanotubes: A DFT study. Sensors and Actuators B: Chemical, 171-172, 846-852. DOI: 10.1016/j.snb.2012.05.082.
6. 60: A semi-empirical investigation of its reactivity with glycine. Journal of Molecular Structure: THEOCHEM, 809, 153-159. DOI: 10.1016/j.theochem.2007.01. 016.
7. 60 via organometallic reagents. Tetrahedron, 64, 10319-10330. DOI: 10.1016/j.tet.2008.08.017.
8. Chen, L.; Xu, C.; Zhang, X. F.; & Zhou, T. (2009). Raman and infrared-active modes in MgO nanotubes. Physica E, 41, 852-855. DOI: 10.1016/j.physe.2009.01.006.
9. Contreras, M. L.; Avila, D.; Alvarez, J.; & Rozas, R. (2010). Exploring the structural and electronic properties of nitrogencontaining exohydrogenated carbon nanotubes: a quantum chemistry study. Structural Chemistry, 21, 573-581. DOI: 10.1007/s11224-010-9587-9.
10. Gügel, A.; Kraus, A.; Spickermann, J.; Belik, P.; & Müllen, K. (1994). Buckminsterfullerene adducts from ortho-quinodimethanes. Angewandte Chemie International Edition in English, 33, 559-561. DOI: 10.1002/anie. 199405591.
11. 60, from gas-phase electron diffraction. Science, 254, 410-412. DOI: 10.1126/science.254.5030.410.
12. 60 hydrocarbon derivative. Science, 259, 1885-1887. DOI: 10.1126/science.259.5103.1885.
13. Hensley, E. B. (1961). Thermionic emission constants and their interpretation. Journal of Applied Physics, 32, 301-308. DOI: 10.1063/1.1735994.
14. Hirsch, A. (1994). The chemistry of the fullerenes. Stuttgart, Germany: Thieme.
15. 60 cage. Journal of Molecular Structure: THEOCHEM, 850, 67-71. DOI: 10.1016/j.theochem.2007.10.024.
16. Huang, X.; Tu, Z.; Ma, Z.; & Wu, S. (2011). Electronic structures and spectroscopic regularities of phenylene-modified SWCNTs. Chemical Papers, 65, 324-331. DOI: 10.2478/s11696-011-0017-2.
17. 60 with anthracene. Tetrahedron Letters, 34, 8473-8476. DOI: 10.1016/s0040-4039(00)61362-x.
18. Koopmans, T. (1934). Über die Zuordnung von Wellenfunktionen und Eigenwerten zu den einzelnen Elektronen eines Atoms. Physica 1, 104-113. DOI: 10.1016/s0031-8914(34)90011-2. (in German)
19. 60-Fullerens vorläufige Mitteilung. Helvetica Chimica Acta, 76, 1626-1631. DOI: 10.1002/hlca.19930760419. (in German)
20. 60. Tetrahedron Letters, 42, 3447-3450. DOI: 10.1016/s0040-4039(01)00494-4.
21. Lawson, D. B.; & Walker, A. (2012). Cycloaddition of ethene on a series of single-walled carbon nanotubes. Computational and Theoretical Chemistry, 981, 31-37. DOI: 10.1016/j.comptc.2011.11.040.
22. 70 fullerenes. Chemical Physics Letters, 404, 206-211. DOI: 10.1016/j.cplett.2005.01.089.
23. Li, S. S. (2006). Semiconductor physical electronics (2nd ed.). New York, NY, USA: Springer.
24. 60 with polycyclic aromatic hydrocarbons. Chemical Physics, 368, 49-57. DOI: 10.1016/j.chemphys.2009.12.008.
25. 60 with condensed aromatics using a high-speed vibration milling technique. The Journal of Organic Chemistry, 64, 3483-3488. DOI: 10.1021/jo990013z.
26. O'Boyle, N. M.; Tenderholt, A. L.; & Langner, K. M. (2008). cclib: A library for package-independent computational chemistry algorithms. Journal of Computational Chemistry, 29, 839-845. DOI: 10.1002/jcc.20823.
27. Parr, R. G.; von Szentpály, L.; & Liu, S. (1999). Electrophilicity index. Journal of the American Chemical Society, 121, 1922-1924. DOI: 10.1021/ja983494x.
28. Prinzbach, H.; Weiler, A.; Landenberger, P.; Wahl, F.; Wörth, J.; Scott, L. T.; Gelmont, M.; Olevano, D.; & von Issendorff, B. (2000). Gas-phase production and photoelectron spectroscopy of the smallest fullerene, C20. Nature, 407, 60-63. DOI: 10.1038/35024037.
29. 60. Journal of Molecular Graphics and Modelling, 27, 558-562. DOI: 10.1016/j.jmgm.2008.09.010.
30. 2 sheathed carbon nanotubes. Chemical Papers, 66, 1130-1136. DOI: 10.2478/s11696-012-0227-2.
31. Sapurina, I.; & Stejskal, J. (2009). Ternary composites of multi-wall carbon nanotubes, polyaniline, and noble-metal nanoparticles for potential applications in electrocatalysis. Chemical Papers, 63, 579-585. DOI: 10.2478/s11696-009-0061-3.
32. Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Nguyen, K. A.; Su, S.; Windus, T. L.; Dupuis, M.; & Montgomery, J. A.; Jr. (1993). General atomic and molecular electronic structure system. Journal of Computational Chemistry, 14, 1347-1363. DOI: 10.1002/jcc.540141112.
33. Skanji, R.; Ben Messaouda, M.; Zhang, Y.; Abderrabba, M.; Szwarc, H.; & Moussa, F. (2012). Sequential photo-addition of glycine methyl-ester to [60]fullerene. Tetrahedron, 68, 2713-2718. DOI: 10.1016/j.tet.2012.01.049.
34. Tumareva, T. A.; Sominskii, G. G.; & Polyakov, A. S. (2002). Formation on field emitters coated with fullerenes of microformations producing ordered emission images. Technical Physics, 47, 250-254. DOI: 10.1134/1.1451976.
35. Tumareva, T. A.; Sominskii, G. G.; Svetlov, I. A.; & Panteleev, I. S. (2012). Use of ion processing to improve the quality of fullerene-coated field emitters. Technical Physics, 57, 113-118. DOI: 10.1134/s1063784212010252.
36. Torres-Garcia, G.; & Mattay, J. (1996). Exohedral functionalization of [60]fullerene by [4+2] cycloadditions. Diels-Alder reactions of [60]fullerene with electron rich 2,3-dioxysubstituted-1,3-butadienes. Tetrahedron, 52, 5421-5426. DOI: 10.1016/0040-4020(96)00172-x.
37. 2 surfacesupported Pd, Pt and Au. Applied Surface Science, 258, 3298-3301. DOI: 10.1016/j.apsusc.2011.11.085.
38. Wang, Q.; & Zheng, J. (2010). Direct electrochemistry and electrocatalysis of horseradish peroxidase immobilized in hyaluronic acid and single walled carbon nanotubes composite film. Chemical Papers, 64, 566-572. DOI: 10.2478/s11696-010-0053-3.
39. Xu, X.; Shang, Z.; Li, R.; Cai, Z.; & Zhao, X. (2008). Theoretical studies on the mechanism of 1,3-dipolar cycloaddition of methyl azide to [50]fullerene. Journal of Molecular Structure: THEOCHEM, 864, 6-13. DOI: 10.1016/j.theochem.2008.05.022.