Monolayers of 1-alkynes on the H-terminated Si(100) surface

Langmuir

Volumn 16, Issue 26, 2000, Pages 10359-10368

  Sieval, Alexander B ^a   Opitz, Ricarda ^b   Maas, Huub P A ^a   Schoeman, Michael G ^a   Meijer, Geert ^a   Vergeldt, Frank J ^a   Zuilhof, Han ^a   Sudhölter, Ernst J R ^a  

^a WAGENINGEN UNIVERSITY   (Netherlands)

^b FOM INSTITUTE AMOLF   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; CONTACT ANGLE; ELECTROMAGNETIC WAVE REFLECTION; INFRARED SPECTROSCOPY; SILICON; SYNTHESIS (CHEMICAL);

ALKYNES; ATTENUATED TOTAL REFLECTION INFRARED SPECTROSCOPY;

HYDROCARBONS;

EID: 0034498478     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la001109n     Document Type: Article

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55. In principle, the presence or absence of vibrations from the resulting tertiary C-H groups (methyne groups) in the doubly bonded structures could also be investigated with IR spectroscopy. However, these vibrations will most likely be too difficult to detect, as they are usually weak. Besides, the antisymmetric methyne vibration coincides with the much stronger symmetric methyl vibration and will therefore not be visible.
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58. The choice to use the PCFF results is somewhat arbitrarily, as both force fields give rise to the same structures for the various clusters A-E.
59. Recent examples are: (a) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1997, 101, 9581-9585. (b) Konecny, R.; Doren, D. J. J. Am. Chem. Soc. 1997, 119, 11098-11099. (c) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1998, 102, 687-692. (d) Lopinski, G. P.; Moffatt, D. J.; Wayner, D. D. M.; Zgierski, M. Z.; Wolkow, R. A. J. Am. Chem. Soc. 1999, 121, 4532-4533. (e) Ellison, M. D.; Hamers, R. J. J. Phys. Chem. B 1999, 103, 6243-6251. (f) Wang, G. T.; Mui, C.; Musgrave, C. B.; Bent, S. F. J. Phys. Chem. B 1999, 103, 6803-6808. (g) Choi, C. H.; Gordon, M. S. J. Am. Chem. Soc. 1999, 121, 11311-11317.
60. Recent examples are: (a) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1997, 101, 9581-9585. (b) Konecny, R.; Doren, D. J. J. Am. Chem. Soc. 1997, 119, 11098-11099. (c) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1998, 102, 687-692. (d) Lopinski, G. P.; Moffatt, D. J.; Wayner, D. D. M.; Zgierski, M. Z.; Wolkow, R. A. J. Am. Chem. Soc. 1999, 121, 4532-4533. (e) Ellison, M. D.; Hamers, R. J. J. Phys. Chem. B 1999, 103, 6243-6251. (f) Wang, G. T.; Mui, C.; Musgrave, C. B.; Bent, S. F. J. Phys. Chem. B 1999, 103, 6803-6808. (g) Choi, C. H.; Gordon, M. S. J. Am. Chem. Soc. 1999, 121, 11311-11317.
61. Recent examples are: (a) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1997, 101, 9581-9585. (b) Konecny, R.; Doren, D. J. J. Am. Chem. Soc. 1997, 119, 11098-11099. (c) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1998, 102, 687-692. (d) Lopinski, G. P.; Moffatt, D. J.; Wayner, D. D. M.; Zgierski, M. Z.; Wolkow, R. A. J. Am. Chem. Soc. 1999, 121, 4532-4533. (e) Ellison, M. D.; Hamers, R. J. J. Phys. Chem. B 1999, 103, 6243-6251. (f) Wang, G. T.; Mui, C.; Musgrave, C. B.; Bent, S. F. J. Phys. Chem. B 1999, 103, 6803-6808. (g) Choi, C. H.; Gordon, M. S. J. Am. Chem. Soc. 1999, 121, 11311-11317.
62. Recent examples are: (a) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1997, 101, 9581-9585. (b) Konecny, R.; Doren, D. J. J. Am. Chem. Soc. 1997, 119, 11098-11099. (c) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1998, 102, 687-692. (d) Lopinski, G. P.; Moffatt, D. J.; Wayner, D. D. M.; Zgierski, M. Z.; Wolkow, R. A. J. Am. Chem. Soc. 1999, 121, 4532-4533. (e) Ellison, M. D.; Hamers, R. J. J. Phys. Chem. B 1999, 103, 6243-6251. (f) Wang, G. T.; Mui, C.; Musgrave, C. B.; Bent, S. F. J. Phys. Chem. B 1999, 103, 6803-6808. (g) Choi, C. H.; Gordon, M. S. J. Am. Chem. Soc. 1999, 121, 11311-11317.
63. Recent examples are: (a) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1997, 101, 9581-9585. (b) Konecny, R.; Doren, D. J. J. Am. Chem. Soc. 1997, 119, 11098-11099. (c) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1998, 102, 687-692. (d) Lopinski, G. P.; Moffatt, D. J.; Wayner, D. D. M.; Zgierski, M. Z.; Wolkow, R. A. J. Am. Chem. Soc. 1999, 121, 4532-4533. (e) Ellison, M. D.; Hamers, R. J. J. Phys. Chem. B 1999, 103, 6243-6251. (f) Wang, G. T.; Mui, C.; Musgrave, C. B.; Bent, S. F. J. Phys. Chem. B 1999, 103, 6803-6808. (g) Choi, C. H.; Gordon, M. S. J. Am. Chem. Soc. 1999, 121, 11311-11317.
64. Recent examples are: (a) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1997, 101, 9581-9585. (b) Konecny, R.; Doren, D. J. J. Am. Chem. Soc. 1997, 119, 11098-11099. (c) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1998, 102, 687-692. (d) Lopinski, G. P.; Moffatt, D. J.; Wayner, D. D. M.; Zgierski, M. Z.; Wolkow, R. A. J. Am. Chem. Soc. 1999, 121, 4532-4533. (e) Ellison, M. D.; Hamers, R. J. J. Phys. Chem. B 1999, 103, 6243-6251. (f) Wang, G. T.; Mui, C.; Musgrave, C. B.; Bent, S. F. J. Phys. Chem. B 1999, 103, 6803-6808. (g) Choi, C. H.; Gordon, M. S. J. Am. Chem. Soc. 1999, 121, 11311-11317.
65. Recent examples are: (a) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1997, 101, 9581-9585. (b) Konecny, R.; Doren, D. J. J. Am. Chem. Soc. 1997, 119, 11098-11099. (c) Hovis, J. S.; Hamers, R. J. J. Phys. Chem. B 1998, 102, 687-692. (d) Lopinski, G. P.; Moffatt, D. J.; Wayner, D. D. M.; Zgierski, M. Z.; Wolkow, R. A. J. Am. Chem. Soc. 1999, 121, 4532-4533. (e) Ellison, M. D.; Hamers, R. J. J. Phys. Chem. B 1999, 103, 6243-6251. (f) Wang, G. T.; Mui, C.; Musgrave, C. B.; Bent, S. F. J. Phys. Chem. B 1999, 103, 6803-6808. (g) Choi, C. H.; Gordon, M. S. J. Am. Chem. Soc. 1999, 121, 11311-11317.
66. The 6-31G(d) calculations gave the following energies: Si(H) cluster = -9285.887 914 1 Hartree; 1-butene = -157.221 066 9 Hartree; butyl chain bound to Si(H) cluster = -9443.146 197 5 Hartree.
67. The 6-31G(d) calculations gave the following energies: 1-butyne = -155.966 868 4 Hartree; structure 6C = -9441.950 328 8 Hartree.
68. A table of Pauling's electronegativities for atoms can be found in most organic chemistry textbooks. In this case they were taken from: Carey, F. A.; Sundberg, R. J. Advanced Organic Chemistry Part A: Structure and Mechanisms, 3rd ed.; Plenum Press: New York, 1980; p 15.