The dimeric "hand-shake" motif in complexes and metallo-supramolecular assemblies of cyclotriveratrylene-based ligands

Chemistry - A European Journal

Volumn 14, Issue 33, 2008, Pages 10286-10296

  Carruthers, Christopher ^a   Ronson, Tanya K ^a   Sumby, Christopher J ^a,b   Westcott, Aleema ^a   Harding, Lindsay P ^c   Prior, Timothy J ^d,e   Rizkallah, Pierre ^d   Hardie, Michaele J ^a  

^a UNIVERSITY OF LEEDS   (United Kingdom)

^b UNIVERSITY OF ADELAIDE   (Australia)

^c UNIVERSITY OF HUDDERSFIELD   (United Kingdom)

^d DARESBURY LABORATORY   (United Kingdom)

^e UNIVERSITY OF HULL   (United Kingdom)

Author keywords

Coordination chains; Cyclotriveratrylene; Host guest chemistry; Supramolecular chemistry; Tetrahedral assembly

Indexed keywords

ACETONE; AMINES; COORDINATION REACTIONS; COPPER; HYDRATES; METAL COMPLEXES; METALLIC COMPOUNDS; SILVER; SUPRAMOLECULAR CHEMISTRY; TRANSITION METAL COMPOUNDS; TRANSITION METALS;

CLATHRATES; COORDINATION CHAINS; CYCLOTRIVERATRYLENE; HEXAGONAL NETWORKS; HOST-GUEST CHEMISTRY; IMIDAZOL; METALLOSUPRAMOLECULAR ASSEMBLIES; PYRIDYL; SUPRAMOLECULAR ASSEMBLIES; TETRAHEDRAL ASSEMBLY;

LIGANDS;

EID: 56349112331     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200801264     Document Type: Article

References (72)

1. For a review see A. Collet, Tetrahedron 1987, 43, 5725-5759.
2. D. Felder, B. Heinrich, D. Guillon, J.-F. Nicoud, J.-F. Nierengarten, Chem. Eur. J. 2000, 6, 3501-3507.
3. H. A. Fogarty, P. Berthault, T. Brotin, G. Huber, H. Desvaux, J.-P. Dutasta, J. Am. Chem. Soc. 2007, 129, 10332-10333.
4. R. M. Fairchild, K. T. Holman, J. Am. Chem. Soc. 2005, 127, 16364-16365.
5. D. Bardelang, F. Camerel, R. Ziessel, M. Schmutz, M. J. Hannon, J. Mater. Chem. 2008, 18, 489-494.
6. S. Zhang, L. Echegoyen, J. Am. Chem. Soc. 2005, 127, 2006-2011;
7. J. A. Gawenis, K. T. Holman, J. L. Atwood, S. S. Jurisson, Inorg. Chem. 2002, 41, 6028-6031.
8. E. Huerta, G. A. Metselaar, A. Fragoso, E. Santos, C. Bo, J. de Mendoza, Angew. Chem. 2007, 119, 206-209;
9. Angew. Chem. Int. Ed. 2007, 46, 202-205.
10. Z. Zhong, A. Ikeda, S. Shinkai, S. Sakamoto, K. Yamaguchi, Org. Lett. 2001, 3, 1085-1087.
11. a) C. J. Sumby, M. J. Hardie, Angew. Chem. 2005, 117, 6553-6557;
12. Angew. Chem. Int. Ed. 2005, 44, 6395-6399;
13. b) C. J. Sumby, J. Fisher, T. J. Prior, M. J. Hardie, Chem. Eur. J., 2006, 12, 2945-2959.
14. C. J. Sumby, M. J. Carr, A. Franken, J. D. Kennedy, C. A. Kilner, M. J. Hardie, New J. Chem. 2006, 30, 1390-1396.
15. A. Westcott, J. Fisher, L. P. Harding, P. Rizkallah, M. J. Hardie, J. Am. Chem. Soc. 2008, 130, 2950-2951.
16. T. K. Ronson, J. Fisher, L. P. Harding, M. J. Hardie, Angew. Chem. 2007, 119, 9244-9246;
17. Angew. Chem. Int. Ed. 2007, 46, 9086-9088.
18. see for example a) G. I. Birnbaum, D. D. Klug, J. A. Ripmeester, J. S. Tse, Can. J. Chem. 1985, 63, 3258- 3263;
19. b) J. W. Steed, H. Zhang, J. L. Atwood, Supramol. Chem. 1996, 7, 37-45.
20. a) B.T. Ibragimov, K. K. Makhkamov, K.M. Beketov, J. Indian Acad. Wood Sci. J. Incl. Phenom. Macro. Chem. 1999, 30, 583-593;
21. b) M. R. Caira, A. Jacobs, L. R. Nassimbeni, Supramol. Chem. 2004, 16, 337-342;
22. c) R. Ahmad, M. J. Hardie, Supramol. Chem. 2006, 18, 29-38.
23. M. J. Hardie, R. M. Mills, C. J. Sumby, Org. Biomol. Chem. 2004, 2, 2958-2964.
24. a) A. Collet, J. Gabard, J. Jacques, M. Cesario, J. Guilhem, C. Pascard, J. Chem. Soc. Perkin Trans. 1 1981, 1630-1638;
25. b) Q.-P. Hu, M.-L. Ma, X.-F. Zheng, J. Reiner, L. Su, Acta Crystallogr. Sect. E 2004, 60, o1178-o1179.
26. a) E. B. Brouwer, K. A. Udachin, G. D. Enright, J. A. Ripmeester, K.J. Ooms, P. A. Halchuk, Chem. Commun. 2001, 565-566;
27. b) M. Makha, M. J. Hardie, C. L. Raston, Chem. Commun. 2002, 1446-1447;
28. c) M. Makha, C. L. Raston, A. N. Sobolev, Aust. J. Chem. 2006, 59, 260-262.
29. a) J. L. Scott, D. R. MacFarlane, C. L. Raston, C. M. Teoh, Green Chem. 2000, 2, 123-126;
30. b) S.-Q. Wang, G. Zeng, X.-F. Zheng, K. Zhao, Acta Crystallogr. Sect. A 2003, 59, o1862-o1863.
31. J. F. Gallagher, G. Ferguson, V. Böhmer, D. Kraft, Acta Crystallogr. Sect. C 1994, 50, 73-77.
32. see for example a) T. Yamada, G. Fukuhara, T. Kaneda, Chem. Lett. 2003, 23, 534-535;
33. b) C. Binkowski, F. Hapiot, V. Lequart, P. Martin, E. Monflier, Org. Biomol. Chem. 2005, 3, 1129-1133;
34. c) T. Haino, M. Yanase, Y. Fukazawa, Tetrahedron Lett. 2005, 46, 14411-14414;
35. d) D. Bardelang, L. Charles, J.-P. Finet, L. Jicsinszky, H. Karoui, S. R. A. Marque, V. Monnier, A. Rockenbauer, R. Rosas, P. Tordo, Chem. Eur. J. 2007, 13, 9344-9354.
36. S. Cecillon, A. Lazar, O. Danylyuk, K. Suwinska, B. Rather, M. J. Zaworotko, A. W Coleman, Chem. Commun. 2005, 2442-2444.
37. see for example a) J. Martz, E. Graf, M. W. Hosseini, A. de Cian, N. Kyritsakas-Gruber, C. R. Chim. 2002, 5, 481-486;
38. b) S. Pappalardo, V. Villari, S. Slovak, Y. Cohen, G. Gattuso, A. Notti, A. Pappalardo, I. Pisagatti, M. F. Parisi, Chem. Eur. J. 2007, 13, 8164-8173.
39. a) M. J. Hardie, C. J. Sumby, Inorg. Chem. 2004, 43, 6872-6874;
40. b) C. J. Sumby, M. J. Hardie, Cryst. Growth Des. 2005, 5, 1321-1324.
41. C. Garcia, J. Malthête, A. Collet, A. Bull. Soc. Chim. Fr. 1993, 130, 93-95.
42. a) A. Gautier, J.-C. Mulatier, J. Crassous, J.-P. Dutasta, Org. Lett. 2005, 7, 1207-1210;
43. b) J.A. Gawenis, K.T. Holman, J. L. Atwood, S. S. Jurisson, Inorg. Chem. 2002, 41, 6028-6031;
44. c) O. Reynes, F. Maillard, J.-C. Moutet, G. Royal, E. Saint-Aman, G. Stanciu, J.-P. Dutasta, I. Gosse, J.-G. Mulatier, J. Organomet. Chem. 2001, 637-639, 356-363;
45. d) K. T. Holman, G. W. Orr, J. W. Steed, J. L. Atwood, Chem. Commun. 1998, 2109-2110;
46. e) G. Matouzenko, G. Veriot, J.-P. Dutasta, A. Collet, J. Jordanov, F. Varret, M. Perrin, S. Lecocq, New J. Chem. 1995, 19, 881-885.
47. a) D. S. Bohle, D. J. Stasko, Chem. Commun. 1998, 567-568;
48. b) C. J. Sumby, K. C. Gordon, T. J. Walsh, M. J. Hardie, Chem. Eur. J. 2008, 14, 4415-4425.
49. a) J. A. Wytko, J. Weiss, J. Inclusion Phenom. Mol. Recognit. Chem. 1994, 19, 207-225;
50. b) J. A. Wytko, C. Boudon, J. Weiss, M. Gross, Inorg. Chem. 1996, 35, 4469-4477;
51. c) D.S. Bohle, D. J. Stasko, Inorg. Chem. 2000, 39, 5768-5770.
52. D. A. McMorran, P. J. Steel, Chem. Commun. 2002, 2120-2121.
53. J. D. Crowley, A. J. Goshe, I. M. Steele, B. Bosnich, Chem. Eur. J. 2004, 70, 1944-1955.
54. a) A. J. Amoroso, J. C. Jeffery, P. L. Jones, J. A. McCleverty, P. Thornton, M. D. Ward, Angew. Chem. 1995, 107, 1577-1580;
55. Angew. Chem. Int. Ed. Engl. 1995, 34, 1443-1446;
56. b) R. L. Paul, A. J. Amoroso, P. L. Jones, S. M. Couchman, Z. R. Reeves, L. H. Rees, J. C. Jeffery, J. A. McCleverty, M. D. Ward, J. Chem. Soc. Dalton Trans. 1999, 1563-1568;
57. c) S. Hiraoka, T. Yi, M. Shiro, M. Shionoya, J. Am. Chem. Soc. 2002, 124, 14510-14511;
58. d) M. Albrecht, I. Janser, S. Meyer, P. Weis, R. Fröhlich, Chem. Commun. 2003, 2854-2855;
59. e) R. M. Yeh, J. Xu, G. Seeber, K. N. Raymond, Inorg. Chem. 2005, 44, 6228-6239;
60. f) T. D. Hamilton, D-K. Buèar, L. R. MacGillivray, Chem. Commun. 2007, 1603-1604.
61. M. Albrecht, I. Janser, S. Burk, P. Weis, Dalton Trans. 2006, 2875-2880.
62. a) C. Brückner, R. E. Powers, K. N. Raymond, Angew. Chem. 1998, 110, 1937-1940;
63. Angew. Chem. Int. Ed. 1998, 37, 1837-1839;
64. b) D. L. Caulder, C. C. Brückner, R.E. Powers, S. König, T. N. Parac, J. A. Leary, K. N. Raymond, J. Am. Chem. Soc. 2001, 123, 8923-8938;
65. c) R. W. Saalfrank, H. Glaser, B. Demleiter, F. Hampel, M. M. Chowdhry, V. Schünemann, A. X. Trautwein, G. B. M. Vaughan, R. Yeh, A. V. Davis, K. N. Raymond, Chem. Ew. J. 2002, 8, 493-497.
66. A. K. Spek, Acta Crystallogr. Sect. A 1990, 46, c34-c34.
67. T. Brotin, T. Devic, A. Lesage, L. Emsley, A. Collet, Chem. Eur. J. 2001, 7, 1561-1573.
68. S. Julia, C. Martínez-Martorell, J. Elguero, Heterocycles 1986, 24, 2233-2237.
69. X. Zeng, A. S. Batsanov, M. R. Bryce, J. Org. Chem. 2006, 71, 9589-9594.
70. G. M. Sheldrick, Acta Crystallogr. A 1990, 46, 467-473.
71. G. M. Sheldrick, SHELXL-97, University of Göttingen, Göttingen, Germany, 1997.
72. L. J. Barbour, Supramol. Chem. 2003, 1, 189-191.