The evaluation of aromaticity in inorganic clusters and related compounds by nucleus-independent chemical shifts

Chemtracts

Volumn 19, Issue 2, 2006, Pages 45-65

  Chen, Zhongfang ^a   King, R Bruce ^a  

^a UNIVERSITY OF GEORGIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM; AROMATIC COMPOUND; AROMATIC HYDROCARBON; BORANE DERIVATIVE; BORON; HYDROCARBON; INORGANIC COMPOUND; METAL COMPLEX; METAL DERIVATIVE; MOLYBDIC ACID; PHOSPHORUS; POLYOXOMETALATE; SULFUR; UNCLASSIFIED DRUG;

CALCULATION; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; MAGNETISM; MOLECULAR DYNAMICS; PROTON NUCLEAR MAGNETIC RESONANCE; REVIEW; STRUCTURE ANALYSIS;

EID: 33751233281     PISSN: 14319268     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (87)

1. For a description of the early history of aromaticity, see: Snyder, J.P. In Nonbenzenoid Aromatics, Snyder, J.P., ed., Academic Press: New York, 1969, chap. 1.
2. Faraday, M. Phil. Trans. Roy. Soc. Lond. 1825, 440.
3. (a) Kekulé, A. Bull. Soc. Chim. Paris 1865, 3, 98;
4. (b) Kekulé, A. Bull. Acad. Roy. Belg. 1865, 9, 551;
5. (c) Kekulé, A. Lehrbuch der organischen Chemie, Vol. 2, Enk: Erlangen, 1866.
6. For reviews, see: (a) Minkin, V.I., Glukhovtsev, M.N., Simkin, B.Y. Aromaticity and Antiaromaticity, Wiley: New York, 1994;
7. (b) Schleyer, P.v.R., Jiao, H. Pure Appl. Chem. 1996, 68, 209;
8. (c) Lloyd, D. J. Chem. Inf. Comp. Sci. 1996, 36, 442;
9. (d) Krygowski, T.M., Cyraeq'nski, M.K., Czarnocki, Z., Hafelinger, G., Katritzky, A.R. Tetrahedron 2000, 56, 1783;
10. (e) Schleyer, P.v.R. (guest ed.). Chem. Rev. (Thematic issue on aromaticity), May 2001;
11. (f) Schleyer, P.v.R. (guest ed.) Chem. Rev. (Thematic issue on Delocalization-Pi and Sigma), Oct. 2005.
12. For recent reviews, see: (a) Boldyrev, A.I., Wang, L.S. Chem. Rev. 2005, 105, 3716;
13. (b) Tsipis, C.A. Coord. Chem. Rev. 2005, 249, 2740.
14. (a) King, R.B. Chem. Rev. 2001, 101, 1119;
15. (b) Zhai, H.J., Kiran, B., Li, J., Wang, L.S. Nature Mater. 2003, 2, 827.
16. Kuznetsov, A.E., Corbett, J.D., Wang, L.S.; Boldyrev, A.I. Angew. Chem., Int. Ed. 2001, 40, 3369.
17. Li, X.W., Pennington, W.T., Robinson, G.H. J. Am. Chem. Soc., 1995, 117, 7578.
18. Li, X., Kuznetsov, A.E., Zhang, H.F., Boldyrev, A.I., Wang, L.S. Science 2001, 291, 859.
19. Kuznetsov, A., E., Boldyrev, A.I., Li, X., Wang, L.S. J. Am. Chem. Soc. 2001, 123, 8825.
20. Twamley, B., Power, P.P. Angew. Chem. Int. Ed. 2000, 39, 3500.
21. Tanaka, H., Neukermans, S., Janssens, E., Silverans, R.E., Lievens, P. J. Am. Chem. Soc. 2003, 125, 2862.
22. (a) Li, J., Li, X., Zhai, H.J., Wang, L.S. Science 2003, 299, 864;
23. (b) Zhang, H.F., Stender, M., Zhang, R., Wang, C., Li, J., Wang, L.S., J. Phys. Chem. B. 2004, 108, 12259;
24. (c) King, R.B., Chen, Z., Schleyer, P.v.R. Inorg. Chem. 2004, 43, 4564.
25. (a) Johansson, M.P., Sundholm, D., Vaara, J. Angew. Chem. Int. Ed. 2004, 43, 2678;
26. (b) Ji, M., Gu, X., Li, X., Gong, X., Li, J., Wang, L.S. Angew. Chem. Int. Ed. 2005, 44, 7119.
27. Wang, J., Jellinek, J., Zhao, J., Chen, Z., King, R.B., Schleyer, P.v.R. J. Phys. Chem. A. 2005, 109, 9265.
28. Kuznetsov, A.E., Birch, K.A., Boldyrev, A.I., Li, X., Zhai, H.J., Wang, L.S. Science 2003, 300, 622.
29. Chen, Z., Corminboeuf, C., Heine, T., Bohmann, J., Schleyer, P.v.R. J. Am. Chem. Soc. 2003, 125, 13930.
30. (a) Schleyer, P.v.R., Maerker, C., Dransfeld, A., Jiao, H., Hommes, N.J.R.v.E. J. Am. Chem. Soc. 1996, 118, 6317;
31. (b) For a comprehensive review, see: Chen, Z., Wannere, C.S., Corminboeuf, C., Puchta, R., Schleyer, P.v.R. Chem. Rev. 2005, 105, 3842.
32. Heine, T., Schleyer, P.v.R., Corminboeuf, C., Seifert, G., Reviakine, R., Weber, J. J. Phys. Chem. A 2003, 107, 6470;
33. (b) Corminboeuf, C., Heine, T., Weber, J. Phys. Chem. Chem. Phys. 2003, 5, 246;
34. Corminboeuf, C., Heine, T., Seifert, G., Schleyer, P.v.R., Weber, J. Phys. Chem. Chem. Phys. 2004, 6, 273.
35. (a) Streitwieser, A., Jr. Molecular Orbital Theory for Organic Chemists, Wiley: New York, 1961;
36. (b) Salem, L. The Molecular Orbital Theory of Conjugated Systems, Benjamin: New York, 1966;
37. (c) Dewar, M. J. S. The Molecular Orbital Theory of Organic Chemistry, McGraw-Hill: New York, 1969;
38. (d) Yates, K. Hückel Molecular Orbital Theory, Academic Press: New York, 1978.
39. (a) Wade K., Chem. Comm. 1971, 792;
40. (b) Wade, K. Adv. Inorg. Chem. Radiochem. 1976, 18, 1;
41. (c) Mingos, D.M.P. Nature Phys. Sci. 1972, 99, 236;
42. (d) Mingos, D.M.P. Accts. Chem. Res. 1984, 17, 311.
43. (a) Hirsch, A., Chen, Z., Jiao, H. Angew. Chem. Int. Ed. 2000, 39, 3915;
44. (b) Bühl, M., Hirsch, A. Chem. Rev. 2001, 101, 1153.
45. (a) Sekiguchi, A., Matsumo, M., Ichinohe, M. Science 1997, 275, 60;
46. (b) Ichinohe, M., Fukaya, N., Sekiguchi, A. Chem. Lett. 1998, 1045;
47. (c) Sekiguchi, A., Fukaya, N., Ichinohe, M., Ishida, Y. Eur. J. Inorg. Chem. 2000, 1155.
48. Ichinohe, M., Igarashi, M., Sanuki, K., Sekiguchi, A. J. Am. Chem. Soc. 2005, 127, 9978
49. Sekiguchi, A., Ishida, Y., Kabe, Y., Ichinohe, M. J. Am. Chem. Soc. 2002, 124, 8776.
50. Todorov, I., Sevov, S. Inorg. Chem. 2005, 44, 5361.
51. Kraus, F., Hanauer, T., Korber, N. Inorg. Chem. 2006, 45, 1117.
52. Baudler, M., Düstser, D., Ouzounis, D. Z. Anorg. Allgem. Chem. 1987, 544, 87.
53. Xu, W.G., Jin, B. J. Mol. Struct. THEOCHEM 2005, 731, 61.
54. Liu, Z.-Z., Tian, W.-Q., Feng, J.-K., Zhang, G., Li, W.-Q. J. Phys. Chem. A 2005, 109, 5645.
55. Kraus, F., Korber, N. Chem. Eur. J. 2005, 11, 5945.
56. Kraus, F., Hanauer, T., Korber, N. Angew. Chem. Int. Ed. 2005, 44, 7200.
57. Kraus, F., auf der Günne, J. S., Disalle, B.F., Korber, N. Chem. Comm. 2006, 218
58. Xu, W.G., Jin, B. Chem. Phys. Lett. 2005, 419, 439.
59. Urnezius, E., Brennessel, W.W., Cramer, C.J., Ellis, J.E., Schleyer, P.v.R., Science 2002, 295, 832.
60. Chaplin, A.B., Harrison, J.A., Dyson, P. J. Inorg. Chem. 2005, 44, 8407.
61. Tuononen, H.M., Suontamo, R., Valkonen, J., Laitinen, R.S., Chivers, T. J. Phys. Chem. A 2005, 109, 6309 and references cited therein.
62. Sekiguchi, A., Matsuo, T., Watanabe, H. J. Am. Chem. Soc. 2000, 122, 5652.
63. Jung, Y., Heine, T., Schleyer, P.v.R., Head-Gordon, M. J. Am. Chem. Soc. 2004, 126, 3132.
64. Van Droggenbroeck, J., Van Alsenoy, C., Blockhuys, F. J. Phys. Chem. A 2005, 109, 4847.
65. Double aromaticity for planar systems, see: Schleyer, P. v. R., Jiao, H., Glukhovtsev, M.N., Chandrasekhar, J., Kraka, E. J. Am. Chem. Soc. 1994, 116, 10129.
66. Nigam, S., Majumder, C., Kulshreshtha, S.K. J. Mol. Struct. THEOCHEM 2005, 755, 187.
67. Jiang, Z.-Y., Yang, C.-J., Li, S.-T. J. Chem. Phys. 2005, 123, 204315.
68. King, R.B., Heine, T., Corminboeuf, C., Schleyer, P. v. R. J. Am. Chem. Soc. 2004, 126, 430.
69. (a) Neukermans, S., Janssens, E., Chen, Z., Silverans, R.E. Schleyer, P.v.R., Lievens P. Phys. Rev. Lett. 2005, 92, 163401;
70. (b) Chen, Z., Neukermans, S., Wang, X., et al. J. Am. Chem. Soc, 2006, in press.
71. King, R.B., Schleyer, P.v.R. In Molecular Clusters of the Main Group Elements Driess, M., Nöth, H., eds., Wiley-VCH: New York, 2004, p. 1.
72. Hönle, W., Grin, Y., Burckhardt, A., et al. J. Solid State Chem. 1997, 133, 59.
73. Hirsch, A., Chen, Z., Jiao, H. Angew. Chem. Int. Ed. 2001, 40, 2834.
74. Chen, Z., King, R.B. Chem. Rev. 2005, 105, 3613.
75. For some recent reviews, see: Corbett, J.D. Angew. Chem. Int. Ed. 2000, 39, 670.
76. Chen, Z., Hirsch, A., Nagase, S., Thiel, W., Schleyer, P.v.R. J. Am. Chem. Soc. 2003, 125, 15508.
77. King, R.B. Inorg. Chem. 1991, 30, 4437.
78. King, R.B. J. Chem. Inf. Comput. Sci. 2001, 41, 517.
79. Huang, X., Zhai, J.-J., Kiran, B., Wang, L.-S. Angew. Chem. Int. Ed. 2005, 44, 1.
80. Wannere, C.S., Corminboeuf, C., Wang, Z.-X., Wodrich, M. D., King, R. B., Schleyer, P.v.R. J. Am. Chem. Soc. 2005, 122, 5701.
81. Tsipis, A.C., Tsipis, C.A. J. Am. Chem. Soc. 2003, 125, 1136.
82. (a) Jarvis, J.A. J., Pearce, R., Lappert, M.F. J. Chem. Soc. Dalton 1977, 999.
83. (b) Meyer, E.M., Gambarotta, S., Floriani, C., Chiesi-Villa, A., Guastini, C. Organometallics 8, 1989, 1067.
84. Tsipis, A.C., Tsipis, C.A. J. Am. Chem. Soc. 2005, 127, 10623.
85. Corminboeuf, C., Wannere, C.S., Roy, D., King, R.B., Schleyer, P.v.R Inorg. Chem. 2006, 45, 214.
86. Pyykkö, P. Angew. Chem. Int. Ed. 2004, 43, 4412.
87. Wright, R.J., Brynda, M., Power, P.P. Angew. Chem. Int. Ed. 2006, in press.