Cycloaddition reaction of furan with Si(100)-2×1

Journal of Chemical Physics

Volumn 114, Issue 6, 2001, Pages 2766-2774

  Qiao, M H ^a,b   Tao, F ^a   Cao, Y ^a,b   Li, Z H ^b   Dai, W L ^b   Deng, J F ^b   Xu, G Q ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^b FUDAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ADSORPTION; BAND STRUCTURE; CHEMISORPTION; DESORPTION; ELECTRON SPECTROSCOPY; SILICON; ULTRAVIOLET SPECTROSCOPY; X RAY SPECTROSCOPY;

CYCLOADDITION REACTIONS; FRONTIER MOLECULAR ORBITAL (FMO) THEORY;

HYDROCARBONS;

EID: 0034831539     PISSN: 00219606     EISSN: None     Source Type: Journal    
DOI: 10.1063/1.1338477     Document Type: Article

References (82)

1. H. Fuchs, H. Ohst, and W. Prass, Adv. Mater. 3, 10 (1991).
2. J. T. Yates, Jr., Science 279, 335 (1998).
3. I. Amato, Science 282, 402 (1998).
4. M. R. Linford and C. E. D. Chidsey, J. Am. Chem. Soc. 115, 12631 (1993).
5. M. R. Linford, P. Fenter, P. M. Eisenberger, and C. E. D. Chidsey, J. Am. Chem. Soc. 117, 3145 (1995).
6. J. Terry, M. R Linford, C. Wigren et al., Appl. Phys. Lett. 71, 1056 (1997).
7. J. Terry, M. R. Linford, C. Wigren et al., J. Appl. Phys. 85, 213 (1999).
8. A. B. Sieval, A. L. Demirel, J. W. M. Nissink et al., Langmuir 14, 1759 (1998).
9. A. Bansal, X. L. Li, I. Lauermann et al., J. Am. Chem. Soc. 118, 7225 (1996).
10. J. Yoshinobu, H. Tsuda, M. Onchi, and M. Nishijima, J. Chem. Phys. 87, 7332 (1987).
11. C. C. Cheng, R. M. Wallace, P. A. Taylor et al., J. Appl. Phys. 67, 3693 (1990).
12. L. Clemen, R. M. Wallace, P. A. Taylor et al., Surf. Sci. 268, 205 (1992).
13. W. Widdra, C. Huang, and W. H. Weinberg, Surf. Sci. 329, 295 (1995).
14. W. Widdra, C. Huang, S. I. Yi, and W. H. Weinberg, J. Chem. Phys. 105, 5605 (1996).
15. R. B. Woodward and R. Hoffmann, The Conservation of Orbital Symmetry (Academic, New York, 1970).
16. R. Konecny and D. J. Doren, Surf. Sci. 417, 169 (1998).
17. R. Konecny and D. J. Doren, J. Am. Chem. Soc. 119, 11098 (1997).
18. A. V. Teplyakov, M. J. Kong, and S. F. Bent, J. Am. Chem. Soc. 119, 11100 (1997).
19. A. V. Teplyakov, M. J. Kong, and S. F. Bent, J. Chem. Phys. 108, 4599 (1998).
20. J. S. Hovis, H. Liu, and R, J. Hamers, J. Phys. Chem. B 102, 6873 (1998).
21. J. S. Hovis, H. Liu, and R. J. Hamers, Surf. Sci. 402/404, 1 (1998).
22. S. Gokhale, P. Trischberger, D. Menzel et al., J. Chem. Phys. 108, 5554 (1998).
23. U. Birkenheuer, U. Gutdeutsch, and N. Rösch, Surf. Sci. 409, 213 (1998).
24. M. J. Kong, A. V. Teplyakov, J. G. Lyubovitsky, and S.-F. Bent, Surf. Sci. 411, 286 (1998).
25. M. Staufer, U. Birkenheuer, T. Belling et al., J. Chem. Phys. 112, 2498 (2000).
26. H. Knezuda and S. Etoh, J. Appl. Phys. 54, 2511 (1983).
27. A. Tsumura, L. Tossi, and H. E. Katz, Science 268, 270 (1995).
28. Handbook of Conducting Polymers, edited by T. Skotheim (Dekker, New York, 1986).
29. S. Glenis, M. Benz, E. LeGoff et al., J. Am Chem. Soc. 115, 12519 (1993).
30. Handbook X-Ray Photoelectron Spectroscopy (Perkin-Elmer Corporation, Eden Pravie, 1992).
31. (a) J. J. P. Stewart, J. Comput. Chem. 10, 209 (1989);
32. (b) 10, 221 (1989).
33. SPARTAN 5.1, Wavefunction. Inc., Irvine CA, USA.
34. Th. Kugler, U. Thibaut, M. Abraham et al., Surf. Sci. 260, 64 (1992).
35. W. J. Hehre, J. Yu, and P. E. Klunzinger. A Guide to Molecular Mechanics and Molecular Orbital Calculations in SPARTAN. Wavefunction, Inc., Irvine CA, USA. 1997.
36. (a) C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B 37, 785 (1988);
37. (b) A. D. Becke, J. Chem. Phys. 98, 1372 (1993);
38. (c) P. J. Stevens, F. J. Devlin, C. F. Chabalowski, and M. J. Frisch, J. Phys. Chem. 98, 11623 (1994).
39. M. J. Frisch, G. W. Trucks, H. B. Schlegel et al., GAUSSIAN 94, Revision C. 2 (Gaussian, Inc., Pittsburgh, PA, 1995).
40. M. J. Frisch, J. A. Pople, and J. S. Binkley, J. Chem. Phys. 80, 3265 (1984).
41. M. J. S. Dewar, E. G. Zoebisch, E. F. Healy, and J. J. P. Stewart, J. Am. Chem. Soc. 107, 3902 (1985).
42. (a) B. S. Jursic, J. Mol. Struct.: THEOCHEM 358, 139 (1995);
43. (b) 365, 55 (1996);
44. (c) 370, 85 (1996);
45. (d) B. S. Jursic and B. LeBlanc, J. Heterocycl. Chem. 33, 1389 (1996);
46. (e) B. S. Jursic, J. Chem. Soc., Perkin Trans. 2, 369 (1999);
47. (f) J. S. Wright, D. J. Carpenter, D. J. McKay, and K. U. Ingold, J. Am. Chem. Soc. 119, 4245 (1997).
48. F. Q. Yan, M. H. Qiao, X. M. Wei et al., J. Chem. Phys. 111, 8068 (1999).
49. N. Kishimoto, H. Yamakado, and K. Ohno, J. Phys. Chem. 100, 8024 (1996).
50. J. L. Solomon, R. J. Madix, and J. Stöhr, J. Chem. Phys. 94, 4012 (1991).
51. D. T. Clark and C. M. J. Lilley, Chem. Phys. Lett. 9, 234 (1971).
52. H. Liu and R. J. Hamers, Surf. Sci. 416, 354 (1998).
53. M. D. Ellison, J. S. Hovis, H. Liu, and R. J. Hamers, J. Phys. Chem. 102, 8510 (1998).
54. P. A. Taylor, R. M. Wallace, C. C. Cheng et al., J. Am. Chem. Soc. 114, 6754 (1992).
55. Y. Taguchi, M. Fujisawa, T. Takaoka et al., J. Chem. Phys. 95, 6870 (1991).
56. E. K. Hill, L. Kubler, J. L. Bischoff, and D. Bolmont, Phys. Rev. B 35, 5913 (1987).
57. B. C. Wiegand and C. M. Friend, Chem. Rev. 92, 491 (1992).
58. M. N. Piancastelli, M. K. Kelly, G. Margaritondo et al., Surf. Sci. 211/ 212, 1018 (1989).
59. T. Engel, Surf. Sci. Rep. 18, 91 (1993).
60. H. N. Waltenburg and J. T. Yates, Jr. Chem. Rev. 95, 1589 (1995).
61. F. Rochet, F. Jolly, F. Bournel et al., Phys. Rev. B 58, 11029 (1998).
62. M. H. Qiao, F. Tao, J. F. Deng, and G. Q. Xu (unpublished results).
63. High Resolution XPS of Organic Polymers (The Scienta ESCA300 Database), edited by G. Beamson and D. Briggs (Wiley, Chichester, 1992).
64. T. D. Klots and W. B. Collier, Spectrochim. Acta, A 50, 1725 (1994).
65. R. J. Hamers, Ph. Avouris, and F. Bozso, J. Vac. Sci. Technol. A 6, 508 (1988).
66. M. N. Piancastelli, M. K. Kelly, Y. Chang et al., Phys. Rev. B 35, 9218 (1987).
67. M. Carbone, M. N. Piancastelli, R. Zanoni et al., Surf. Sci. 407, 275 (1998).
68. I. Fleming, Frontier Orbitals and Organic Chemical Reactions (Wiley. London, 1976), Chap. 4.
69. A. F. Diaz, J. Crowley, J. Bargon et al., J. Electroanal. Chem. Interfacial Electrochem. 121, 355 (1981).
70. T. Eicher and S. Hauptmann, The Chemistry of Heterocycles (Thieme, Stuttgart, 1995), Chap. 5.
71. B. W. Holland, C. B. Duke, and A. Paton, Surf. Sci. 140, L269 (1984); W. S. Yang, F. Jona, and P. M. Marcus, Phys. Rev. B 28, 2049 (1983); T. S. Shu, W. S. Yang, F. Jona, and P. M. Marcus, in The Structure of Surfaces, edited by M. A. Van Hove and S. Y. Tong (Springer, Berlin, 1985), p. 293; S. Y. Tong and A. L. Maldonado, Surf. Sci. 34, 90 (1973).
72. B. W. Holland, C. B. Duke, and A. Paton, Surf. Sci. 140, L269 (1984); W. S. Yang, F. Jona, and P. M. Marcus, Phys. Rev. B 28, 2049 (1983); T. S. Shu, W. S. Yang, F. Jona, and P. M. Marcus, in The Structure of Surfaces, edited by M. A. Van Hove and S. Y. Tong (Springer, Berlin, 1985), p. 293; S. Y. Tong and A. L. Maldonado, Surf. Sci. 34, 90 (1973).
73. B. W. Holland, C. B. Duke, and A. Paton, Surf. Sci. 140, L269 (1984); W. S. Yang, F. Jona, and P. M. Marcus, Phys. Rev. B 28, 2049 (1983); T. S. Shu, W. S. Yang, F. Jona, and P. M. Marcus, in The Structure of Surfaces, edited by M. A. Van Hove and S. Y. Tong (Springer, Berlin, 1985), p. 293; S. Y. Tong and A. L. Maldonado, Surf. Sci. 34, 90 (1973).
74. B. W. Holland, C. B. Duke, and A. Paton, Surf. Sci. 140, L269 (1984); W. S. Yang, F. Jona, and P. M. Marcus, Phys. Rev. B 28, 2049 (1983); T. S. Shu, W. S. Yang, F. Jona, and P. M. Marcus, in The Structure of Surfaces, edited by M. A. Van Hove and S. Y. Tong (Springer, Berlin, 1985), p. 293; S. Y. Tong and A. L. Maldonado, Surf. Sci. 34, 90 (1973).
75. J. D. H. Donnay and H. M. Ondik, Inorganic Compounds, Crystal Data, Determinative Tables, 3rd ed. (U. S. GPO, Washington, D.C., 1973), Vol. II.
76. F. Mata, M. C. Martin, and G. O. Sörensen, J. Mol. Struct. 48, 157 (1978).
77. K. Tamagawa and R. L. Hilderbrandt, J. Am. Chem. Soc. 106, 20 (1984).
78. P. A. Redhead, Vacuum 12, 203 (1962).
79. R. J. Hamers, J. S. Hovis, S. Lee et al., J. Phys. Chem. B 101, 1489 (1997).
80. J. S. Hovis and R. J. Hamers, J. Phys. Chem. B 101, 9581 (1997).
81. O. Diels, K. Alder, and E. Naujoks, Ber. Dtsch. Chem. Ges. B 62, 554 (1929); O. Diels and K. Alder, Justus Liebigs Ann. Chem. 490, 243 (1931).
82. O. Diels, K. Alder, and E. Naujoks, Ber. Dtsch. Chem. Ges. B 62, 554 (1929); O. Diels and K. Alder, Justus Liebigs Ann. Chem. 490, 243 (1931).