Natural Bond Orbital (NBO) Analysis of Substituent Effects in Borazine Derivatives

Inorganic Chemistry

Volumn 28, Issue 3, 1989, Pages 544-548

  Nelson, Joel T ^a   Pietro, William J ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845184873     PISSN: 00201669     EISSN: 1520510X     Source Type: Journal    
DOI: 10.1021/ic00302a031     Document Type: Article

References (25)

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12. Haddon, R. C. Pure Appl. Chem. 1982, 54, 1129.
13. The NBO method has been recently applied to Fenske-Hall wave functions: (a) Kanis, David, Ph.D. Thesis; University of Wisconsin—Madison, 1988. (b) Glendening, E. D.; Weinhold, F. A. J. Am. Chem. Soc., in press, (c) Reed, A. E.; Weinhold, F. A. J. Am. Chem. Soc. 1985, 107, 1919. (d) Reed, A. E.; Weinhold, F. A.; Weiss, R.; Ma-cheleid, J. J. Phys. Chem. 1985, 89, 2688. (e) Reed, A. E.; Weinhold, F. A. J. Chem. Phys. 1986, 84, 2428–2430. (f) Reed, A. E.; Weinhold, F. A. J. Am. Chem. Soc. 1986, 108, 3586.
14. Binkley, J. S.; Frisch, M. J.; Defrees, D. J.; Drishan, R.; Whiteside, R. A.; Schlegel, H. B.; Fluder, E. M.; Pople, J. S. “GAUSSIAN 82” Carnegie Mellon University: Pittsburgh, PA, 1982.
15. (a) Binkley, J. S.; Pople, J. A.; Hehre, W. J. J. Am. Chem. Soc. 1980, 102, 939. (b) Gordon, M. S.; Binkley, J. S.; Pople, J. A.; Pietro, W. J.; Hehre, W. J. J. Am. Chem. Soc. 1982, 104, 2797.
16. Domenicano, R.; Murray-Rust, P. Tetrahedron Lett. 1979, 2282.
17. (a) Foster, J. P.; Weinhold, F. A. J. Am. Chem. Soc. 1980, 102, 7211. (b) Reed, A. E.; Weinhold, F. A. J. Chem. Phys. 1983, 789, 4066. (c) Reed, A. E.; Weinstock, R. B.; Weinhold, F. A. J. Chem. Phys. 1985, 83, 735. For open-shell systems, the corresponding “different hybrids for different spins” NBO analysis permits a similar treatment: (d) Carpenter, J. E.; Weinhold, F. A. University of Wisconsin Theoretical Chemistry Institute Report; University of Wisconsin—Madison: Madison, WI, 1985; WIS-TCI-689. (e) Carpenter, J. E.; Weinhold, F. A. J. Mol. Struct. (THEOCHEM), in press, (f) Blair, J. T.; Weisshaar, J. C.; Carpenter, J. E.; Weinhold, F.,A. J. Chem. Phys. 1987, 87, 392. (g) A version of the natural bond orbital program suitable for general usage is available from the Quantum Chemsitry Program Exchange, Indiana University, Bloomington, IN: Reed, A. E.; Weinhold, F. A. QCPE Bull. 1985, 5, 141.
18. For a further discussion, see: Reed, A. E.; Weinhold, F. A. University of Wisconsin Theoretical Chemistry Institute Report 1985; WIS-TC-1-697, Glendining, E. D.; Weinhold, F. A. J. Am. Chem. Soc; 1988; WIS-TCI-733.
19. Hehre, W. J.; Radom, L.; Schleyer, P. R.; Pople, J. A. Ab-Initio Molecular Orbital Theory; Wiley: New York, 1986, 271.
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22. For a comprehensive treatment of benzoid systems see: Pross, A.; Radom, L. Prog. Phys. Org. Chem. 1981, 13, 1.
23. This value was calculated from experimental standard enthalpies of formation from the following sources. For BH3: Wagmon, D. H.; et al. Selected Values of Thermodynamic Properties; National Bureau of Standards Technical Note 270-3; U. S. Department of Commerce: Washington, DC, 1968. For NH3: Kerr, J. A. Handbook of Chemistry and Physics, 59th ed.; Weast, R. C., Astle, M. J., Eds.; Chemical Rubber Co.: Cleveland, OH, 1979. For H3B3N3H: Smith, B. C.; Thakur, L. Nature 1965, 208, 74. For H2BNH2 (planar): Kwon, C. T. U. S. C. F. S. T. I. AD Rep. 1970, AD-711439. For H2BNH2 (twisted), this value was estimated by using the enthalpy of formation of the planar compound and the calculated rotational barrier of 33 kcal/mol) (this work).
24. (a) Beachley, O. T. Jr. J. Am. Chem. Soc. 1970, 5372. (b) Beachley, O. T., Jr. Inorg. Chem. 1973, 12, 2503.
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