Formation of racemate and mesocate complexes from an achiral tripodal ligand containing three benzimidazole groups

Inorganic Chemistry

Volumn 42, Issue 1, 2003, Pages 163-168

  Cai, Yue Peng ^a   Su, Cheng Yong ^a   Chen, Chun Long ^a   Li, Yue Ming ^b   Kang, Bei Sheng ^a   Chan, Albert S C ^b   Kaim, Wolfgang ^c  

^a SUN YAT SEN UNIVERSITY   (China)

^b HONG KONG POLYTECHNIC UNIVERSITY   (Hong Kong)

^c UNIVERSITY OF STUTTGART   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BENZIMIDAZOLE DERIVATIVE; CATION; IMIDAZOLE; LIGAND; MANGANESE; SILVER; TRIS(1 BENZIMIDAZOLYLETHYL)AMINE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; CRYSTAL STRUCTURE; ELECTRON SPIN RESONANCE; ENANTIOMER; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; RACEMIC MIXTURE; SYNTHESIS; THERMOGRAVIMETRY; X RAY CRYSTALLOGRAPHY;

EID: 0037237115     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic025934y     Document Type: Article

References (41)

1. Knof, U.: von Zelewsky, A. Angew. Chem., Int. Ed. 1999, 38, 302.
2. von Zelewsky, A. Stereochemistry of Coordination Compounds; Wiley: Chichester, U.K., 1996.
3. (a) Kitajima, N.; Tolman, W. B. Prog. Inorg. Chem. 1995, 43, 419.
4. (b) Moberg, C. Angew. Chem., Int. Ed. 1998, 37, 248.
5. (c) Chisholm, M. H.; Eilerts, N. W.; Huffman, J. C.; Iyer, S. S.; Pacold, M.; Phomphrai, K. J. Am. Chem. Soc. 2000, 122, 11845
6. (d) Nugent, W. A.; Harlow, R. L. J. Am. Chem. Soc. 1994, 116, 6142.
7. (e) Gade, L. H.; Renner, P.; Memmler, H.; Fecher, F.; Galka, C. H.; Laubender, M.; Radojevic, S.; McPartlin, M.; Lauher, J. W. Chem. - Eur. J. 2001, 7, 2563.
8. (f) Motson, G. R.; Mamula, O.; Jeffery, J. C.; McCleverty, J. A.; Ward, M. D.; von Zelewsky, A. J. Chem. Soc., Dalton Trans. 2001, 1389.
9. (a) Lehn, J.-M. Supramolecular Chemistry, Concepts and Perspectives, VCH: Weinheim, Germany, 1995.
10. (b) Suarez, M.; Btanda, N.; Lehn, J.-M.; de Cian, A. Fischer, J. Helv. Chim. Acta 1998, 81, 1.
11. (c) Prins, L. J.; Huskens, J.; de Jong, F.; Timmerman, P.; Reinhouldt, D. N. Nature 1999, 398, 498.
12. (d) Ezahara, T. Endo, K.; Aoyama, Y. J. Am. Chem. Soc. 1999, 121, 3279.
13. (e) Tadokoro, M.; Nakasuji, K. Coord. Chem. Rev. 2000, 198, 205.
14. (a) Albrecht, M. Chem. Rev. 2001, 101, 3457.
15. (b) Piguet, C.; Bernardinelli, G.; Hopfgartner, G. Chem. Rev. 1997, 97, 2005.
16. (a) Alajarín, M.; López-Leonardo, C.; Vidal, A.; Berná, J.; Steed, J. W. Angew. Chem. 2002, 114, 1253.
17. (b) Meurer, K. P.; Vögtle, F. Top. Curr. Chem. 1985, 127, 1.
18. (c) L'Esperance, R. P.; West, A. P.; Engen, D. V., Jr.; Pascal, Jr. R. A. J. Am. Chem. Soc. 1991, 113, 2672.
19. (a) Katsuki, I.; Motoda, Y.; Sunatsuki, Y.; Matsumoto, N.; Nakashima, T.; Kojima, M. J. Am. Chem. Soc. 2002, 124, 629.
20. (b) Nagasato, S.; Sunatsuki, Y.; Ohsato, S.; Kido, T.; Matsumoto, N.; Kojima, M. Chem. Commun. 2002, 14.
21. (c) Su, C.-Y.; Kang, B.-S.; Yang, Q.-C.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 2000, 1857.
22. (a) Su, C.-Y.; Kang, B.-S.; Liu, H.-Q.; Wang, Q.-G.; Mak, T. C. W. Chem. Commun. 1998, 1551.
23. (b) Su, C.-Y.; Kang, B.-S.; Liu, H.-Q.; Wang, Q.-G.; Chen, Z. N.; Lu, Z.-L.; Tong, Y.-X.; Mak, T. C. W. Inorg. Chem. 1999, 38, 1374.
24. (c) Su, C.-Y.; Kang, B.-S. Wang, Q.-G.; Mak, T. C. W. J. Chem. Soc., Dalton Trans. 2000, 1831.
25. (d) Su, C.-Y.; Kang, B.-S.; Du, C.-X.; Yang, Q.-C.; Mak, T. C. W. Inorg. Chem. 2000, 39, 4843.
26. (e) Su, C.-Y.; Yang, X.-P.; Kang, B.-S.; Mak, T. C. W. Angew. Chem., Int. Ed. 2001, 40, 1725.
27. For simplicity, the propeller arrangement of the ligand is represented by the symbols δ and λ: When the ligand is viewed from the apical N atom down to three benzimidazolyl "blades", the clockwise orientation is termed as δ, while the anticlockwise orientation is termed as λ. Consequently, the chirality of the complex formed by two clockwise-clockwise (δδ) arranged ligands is assigned as Δ, while that by two anticlockwise-anticlockwise (λλ) arranged ligands is assigned as Δ. A combination of clockwise-anticlockwise (δλ) arrangement results in a mesocate.
28. (a) Xu, J.; Parc, T. N.; Raymond, K. N. Angew. Chem., Int. Ed. 1999, 38, 2878.
29. (b) Albrecht, M. Chem. - Eur. J. 2000, 6, 3485.
30. (c) Yeh, R. M.; Ziegler, M.; Johnson, D. W.; Terpin, A. J.; Raymond, K. N. Inorg. Chem. 2001, 40, 2216.
31. Lah, M. S.; Chun, H. Inorg. Chem. 1997, 36, 1782.
32. Stange, A. F.; Sixt, T.; Kaim, W. Chem. Commun. 1998, 469.
33. Albrecht, M.; Kotila, S. Angew. Chem., Int. Ed. Engl. 1995, 34, 2134.
34. (a) Plasseraud, L.; Maid, H.; Hampel, F.; Saalfrank, R. Chem. - Eur. J. 2001, 7, 4007.
35. (b) Cai, Y.-P.; Zhang, H.-X.; Xu, A.-W.; Su, C.-Y.; Chen, C.-L.; Liu, H.-Q.; Zhang, L.; Kang, B.-S. J. Chem. Soc., Dalton Trans. 2001, 2429.
36. (c) Liao, S.; Su, C.-Y.; Zhang, H. X.; Shi, J. L.; Zhou, Z. Y.; Liu, H. Q.; Chan, A. S. C.; Kang, B. S. Inorg. Chim. Acta 2002, 336, 151.
37. (a) Su, C.-Y.; Cai, Y.-P.; Chen, C.-L.; Lissner, F.; Kang, B.-S.; Kaim, W. Angew. Chem., Int. Ed. 2002, 41, 3371.
38. (b) Fujita, M.; Nagao, S.; Ogura, K. J. Am. Chem. Soc. 1995, 117, 1649.
39. Marvel, C. S.; Pacevitz, H. A. J. Am. Chem. Soc. 1938, 60, 2816.
40. Sheldrick, G. M. SADABS. Program for scaling and correction of area detector data; University of Göttingen: Göttingen, Germany, 1996.
41. SHELXTL, Version 5.10; Bruker Analytical X-ray Systems: Madison, WI, 1998.