Quadruple bonding in C 2 and analogous eight-valence electron species

Nature Chemistry

Volumn 4, Issue 3, 2012, Pages 195-200

  Shaik, Sason ^a   Danovich, David ^a   Wu, Wei ^b   Su, Peifeng ^b   Rzepa, Henry S ^c   Hiberty, Philippe C ^d  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

^b XIAMEN UNIVERSITY   (China)

^c IMPERIAL COLLEGE LONDON   (United Kingdom)

^d UNIVERSITÉ PARIS SUD   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84863116336     PISSN: 17554330     EISSN: 17554349     Source Type: Journal    
DOI: 10.1038/nchem.1263     Document Type: Article

References (54)

1. Cotton, F. A. Metal-metal bonding in [Re2Xs]22 ions and other metal atom clusters. Inorg. Chem. 4, 334-336 (1965).
2. McGrady, J. E. Electronic structure of metal-metal bonds, in Computational Inorganic and Bioinorganic Chemistry (eds Solomon, E. I., Scott, R. A. & King, R. B.) 425-431 (Wiley, 2009).
3. Frenking, G. Building a quintuple bond. Science 310, 796-797 (2005). (Pubitemid 41567327)
4. Gagliardi, L. & Roos, B. O. Quantum chemical calculations show that the uranium molecule U2 has a quintuple bond. Nature 433, 848-851 (2005). (Pubitemid 40326210)
5. Landis, C. R. & Weinhold, F. Origin of trans-bent geometries in maximally bonded transition metal and main group molecules. J. Am. Chem. Soc. 128, 7335-7345 (2006). (Pubitemid 43849136)
6. Xu, B., Li, Q-S., Xie, Y., King, B. B. & Schafer III, H. F. Metal-metal quintuple and sextuple bonding in bent dimetallocenes of the third row transition metals. J. Chem. Theor. Comput. 6, 735-746 (2010).
7. Tsai, Y-C. & Chang, C-C. Recent progress in the chemistry of quintuple bonds. Chem. Lett. 38, 1122-1129 (2009).
8. 2). Inorg. Chem. 50, 819-826 (2011).
9. Fischer, R. C. & Power, P. P. p-Bonding and the lone pair effect in multiple bonds involving heavier main group elements: Developments in the new millennium. Chem. Rev. 110, 3877-3923 (2010).
10. Kravchenko, V. et al. Solid-state 29Si NMR study of RSiSiR: A tool for analyzing the nature of the Si-Si bond. J. Am. Chem. Soc. 128, 14472-14473 (2006). (Pubitemid 44749842)
11. Schreiner, P., Reisenauer, H. P., Romanski, J. & Mloston, G. A formal carbon-sulfur triple bond: H-C;S-O-H. Angew. Chem. Int. Ed. 48, 8133-8136 (2009).
12. Ploshnik, E., Danovich, D., Hiberty, P. C. & Shaik, S. The nature of the idealized triple bonds between principal elements and the s origins of trans-bent geometries-a valence bond study. J. Chem. Theor. Comput. 7, 955-968 (2011).
13. Pease, R. N. An analysis of molecular volumes from the point of view of the Lewis-Langmuir theory of molecular structure. J. Am. Chem. Soc. 43, 991-1004 (1921).
14. 2 molecule: A valence bond study. J. Chem. Theor. Comput. 7, 121-130 (2011).
15. Weltner,W. Jr & van Zee, R. J. Carbon molecules, ions, and clusters. Chem. Rev. 89, 1713-1747 (1989).
16. 2 molecule. J. Mol. Struct. 531, 159-167 (2000).
17. 2: A challenge for approximate methods. J. Chem. Phys. 121, 9211-9219 (2004). (Pubitemid 40001685)
18. 2: A comparison of renormalized coupled-cluster and multireference methods with full configuration interaction benchmarks. J. Chem. Phys. 122, 124104 (2005).
19. 2. J. Chem. Phys. 101, 3857-3861 (1994).
20. +. J. Chem. Phys. 102, 262-277 (1995).
21. 2. J. Chem. Phys. 129, 234103 (2008).
22. +. J. Chem. Phys. 108, 6717-6721 (1998). (Pubitemid 128604605)
23. Levine, I. N. Quantum Chemistry, 2nd edn, 321, table 13.2 (Allyn and Bacon, 1974).
24. Wu, W., Gu, J., Song, J., Shaik, S. & Hiberty, P. C. The 'inverted' bond in [1.1.1] propellane is a charge-shift bond. Angew. Chem. Int. Ed. 48, 1407-1410 (2009).
25. Leninger, M. L., Allen, W. D., Schaefer, III H. F. & Sherrill, C. D. Is Møller-Plesset perturbation theory a convergent ab initio method? J. Chem. Phys. 112, 9213-9222 (2000).
26. Shaik, S. S. & Hiberty, P. C. A Chemist's Guide to Valence Bond Theory, 49-51 (John-Wiley & Sons, 2008).
27. Shaik, S., Danovich, D., Wu, W. & Hiberty, P. C. Charge-shift bonding and its manifestations in chemistry. Nature Chem. 1, 443-449 (2009).
28. 267 (Kluwer Publishers, 1989).
29. Shaik, S. Valence bond all the way: From the degenerate hydrogen exchange to cytochrome P450. Phys. Chem. Chem. Phys. 12, 8706-8720 (2010).
30. 2 (E=Si-Pb) exhibit unusual structures? J. Am. Chem. Soc. 127, 6290-6299 (2005). (Pubitemid 40627753)
31. Trinquier, G. & Malrieu, J. P. Nonclassical distortions at multiple bonds. J. Am. Chem. Soc. 109, 5303-5315 (1987).
32. Carter, E. A. & Goddard, W. A. Relation between singlet-triplet gaps and bond energies. J. Phys. Chem. 90, 998-1001 (1986).
33. Sugiyama, Y. et al. Synthesis and properties of a new kinetically stabilized digermyne: New insights for a germanium analogue of an alkyne. J. Am. Chem. Soc. 128, 1023-1031 (2005). (Pubitemid 43153052)
34. Huber, P. K. & Herzberg, G. Molecular Spectra and Molecular Structure IV. Constants of Diatomic Molecules (Van-Nostrand-Reinhold, 1979).
35. Moore, C. E. Atomic Energy Levels, Vol. I (Hydrogen through Vanadium), Circular of the National Bureau of Standards 467 (US Government Printing Office, 1949).
36. 2 molecule in the region of 540-1010 nm. Spectrochimica Acta Part A 71, 1003-1006 (2008).
37. 2, and SiC. J. Chem. Phys. 87, 2919-2924 (1987).
38. Karni, M. et al. HCSiF and HCSiCl: The first detection of molecules with formal C;Si triple bonds. Angew. Chem. Int. Ed. 38, 332-335 (1999). (Pubitemid 29090827)
39. Kutzelnigg,W. Chemical bonding in higher main group elements. Angew. Chem. Int. Ed. Engl. 23, 272-295 (1984). (Pubitemid 14582197)
40. Frenking, G. & von Hopffgarten, M. Calculation of bonding properties, in Computational Bioinorganic and Inorganic Chemistry (eds, Solomon, E. I., Scott, R. A. & King, R. B.) 3-15 (John Wiley & Sons, 2009).
41. West, R. Chemistry of the silicon-silicon double bond. Angew. Chem. Int. Ed. Engl. 26, 1201-1211 (1987).
42. 2. Theor. Chem. Acc. 105, 227-243 (2001).
43. Karton, A. & Martin, J. M. L. The lowest singlet-triplet excitation energy of BN: A converged coupled cluster perspective. J. Chem. Phys. 125, 144313 (2006).
44. Oncak, M. & Srnec, M. Electronic structure and physical properties of MiXi clusters (M=B,Al; X=N,P; i=1, 2, 3): Ab initio study. J. Comput. Chem. 29, 233-246 (2008).
45. 2: Simple yet exceptional systems for advanced correlated methods. Chem. Phys. Lett. 431, 179-184 (2006). (Pubitemid 44632993)
46. -. Chem. Phys. Lett. 295, 75-81 (1998). (Pubitemid 128346845)
47. 2. 1. J. Phys. Chem. A 105, 1175-1184 (2001).
48. Grimme, S. Semiempirical hybrid density functional with perturbative secondorder correlation. J. Chem. Phys. 124, 034108 (2006).
49. Brandhorst, K. & Grunenberg, J. How strong is it? The interpretation of force and compliance constants as bond strength descriptors. Chem. Soc. Rev. 37, 1558-1567 (2008).
50. Coulson, C. A. & Fischer, I. Notes on the molecular orbital treatment of the hydrogen molecule. Phil. Mag. Series 7 40, 386-393 (1949).
51. Goddard III, W. A. & Harding, L. B. The description of chemical bonding from ab initio calculations. Annu. Rev. Phys. Chem. 29, 363-396 (1978).
52. Werner, H-J. et al. MOLPRO, version 2010.1 (University College Cardiff Consultants Limited, UK).
53. Brandhorst, K. & Grunenberg, J. Efficient computation of compliance matrices in redundant internal coordinates from cartesian hessians for nonstationary points. J. Chem. Phys. 132, 184101 (2010).
54. Song, L., Wu, W., Mo, Y. & Zhang, Q. XMVB: An ab initio non-orthogonal valence bond program (Xiamen University, China, 2003).