Self-assembled E2L3 cryptands (E = P, As, Sb, Bi): Transmetalation, homo- and heterometallic assemblies, and conformational isomerism

Inorganic Chemistry

Volumn 49, Issue 21, 2010, Pages 9985-9992

  Cangelosi, Virginia M ^a   Carter, Timothy G ^a   Crossland, Justin L ^a   Zakharov, Lev N ^a   Johnson, Darren W ^a  

^a UNIVERSITY OF OREGON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 78049278421     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic1012186     Document Type: Article

References (58)

1. Yang, N. and Sun, H. Coord. Chem. Rev. 2007, 251, 2354-2366
2. Pitt, M. A. and Johnson, D. W. Chem. Soc. Rev. 2007, 36, 1441-1453 and references therein
3. Carter, T. G., Vickaryous, W. J., Cangelosi, V. M., and Johnson, D. W. Comments Inorg. Chem. 2007, 28, 97-122
4. Milios, C. J., Ioannou, P. V., Raptopoulou, C. P., and Papaefstathiou, G. S. Polyhedron 2009, 28, 3199-3202
5. Morsali, A. and Masoomi, M. Y. Coord. Chem. Rev. 2009, 253, 1882-1905
6. Santacruz-Juarez, E., Cruz-Huerta, J., Hernandez-Ahuactzi, I. F., Reyes-Martinez, R., Tlahuext, H., Morales-Rojas, H., and Hopfl, H. Inorg. Chem. 2008, 47, 9804-9812
7. Cruz-Huerta, J., Carillo-Morales, M., Santacruz-Juarez, E., Hernandez-Ahuactzi, I. F., Escalante-Garcia, J., Godoy-Alcantar, C., Guerrero-Alvarez, J. A., Hopfl, H., Morales-Rojas, H., and Sanchez, M. Inorg. Chem. 2008, 47, 9874-9885
8. Hernandez-Ahuactzi, I. F., Hopfl, H., Barba, V., Roman-Bravo, P., Zamudio-Rivera, L. S., and Beltran, H. I. Eur. J. Inorg. Chem. 2008, 2746-2755
9. Kua, J., Daly, R. C., Tomlin, K. M., Duin, A. C. T. v., Brill, T. B., Beal, R. W., and Rheingold, A. L. J. Phys. Chem. A 2009, 113, 11443-11453
10. Marcovich, D. and Tapscott, R. E. J. Am. Chem. Soc. 1980, 102, 5712-5717
11. Marcovich, D., Duesler, E. N., Tapscott, R. E., and Them, T. F. Inorg. Chem. 1982, 21, 3336-3341
12. Biros, S. M., Yeh, R. M., and Raymond, K. N. Angew. Chem., Int. Ed. 2008, 47, 6062-6064
13. Vickaryous, W. J., Herges, R., and Johnson, D. W. Angew. Chem., Int. Ed. 2004, 43, 5831-5833
14. Vickaryous, W. J., Healey, E. R., Berryman, O. B., and Johnson, D. W. Inorg. Chem. 2005, 44, 9247-9252
15. Vickaryous, W. J., Zakharov, L. N., and Johnson, D. W. Main Group Chem. 2006, 5, 51-59
16. Cangelosi, V. M., Sather, A. C., Zakharov, L. N., Berryman, O. B., and Johnson, D. W. Inorg. Chem. 2007, 46, 9278-9284
17. Cangelosi, V. M., Zakharov, L. N., Fontenot, S. A., Pitt, M. A., and Johnson, D. W. Dalton Trans. 2008, 3447-3453
18. Pitt, M. A., Zakharov, L. N., Vanka, K., Thompson, W. H., Laird, B. B., and Johnson, D. W. Chem. Commun. 2008, 3936-3938
19. Allen, C. A., Cangelosi, V. M., Zakharov, L. N., and Johnson, D. W. Cryst. Growth Des. 2009, 9, 3011-3013
20. Cangelosi, V. M., Carter, T. G., Zakharov, L. N., and Johnson, D. W. Chem. Commun. 2009, 5606-5608
21. Cangelosi, V. M., Zakharov, L. N., Crossland, J. L., Franklin, B. C., and Johnson, D. W. Cryst. Growth Des. 2010, 10, 1471-1473
22. Lindquist, N. R., Carter, T. G., Cangelosi, V. M., Zakharov, L. N., and Johnson, D. W. Chem. Commun. 2010, 46, 3505-3507
23. Cangelosi, V. M., Zakharov, L. N., and Johnson, D. W. Angew. Chem., Int. Ed. 2010, 49, 1248-1251
24. Tanya, K. R., Jane, N., Geoffrey, B. J., John, C. J., and Sally, B. Eur. J. Inorg. Chem. 2004, 2004, 2570-2584
25. Lindsay, H. U., Jean-Paul, G., Nathalie, K., Kalle, N., Kari, R., and Jean-Marie, L. Chem.-Eur. J. 2005, 11, 2549-2565
26. Cari, D. P., Kelly, S. C., Andrea, J. P., Gareth, W. V. C., Stuart, J. C., and Stoddart, J. F. Angew. Chem., Int. Ed. 2007, 46, 218-222
27. Riis-Johannessen, T., Bernardinelli, G., Filinchuk, Y., Clifford, S., Favera, N. D., and Piguet, C. Inorg. Chem. 2009, 48, 5512-5525
28. Akine, S., Taniguchi, T., and Nabeshima, T. Angew. Chem., Int. Ed. 2002, 41, 4670-4673
29. Albrecht, M., Liu, Y. F., Zhu, S. C. S., Schalley, C. A., and Frohlich, R. Chem. Commun. 2009, 1195-1197
30. Andruh, M. Chem. Commun. 2007, 2565-2577 and references therein
31. Petitjean, A., Kyritsakas, N., and Lehn, J.-M. Chem.-Eur. J. 2005, 11, 6818-6828
32. Dietrich-Buchecker, C., Colasson, B., Fujita, M., Hori, A., Geum, N., Sakamoto, S., Yamaguchi, K., and Sauvage, J.-P. J. Am. Chem. Soc. 2003, 125, 5717-5725
33. Piguet, C., Hopfgartner, G., Bocquet, B., Schaad, O., and Williams, A. F. J. Am. Chem. Soc. 1994, 116, 9092-9102
34. Hahn, F. E., Offermann, M., Schulze Isfort, C., Pape, T., and Fröhlich, R. Angew. Chem., Int. Ed. 2008, 47, 6794-6797
35. Funeriu, D. P., Lehn, J.-M., Fromm, K. M., and Fenske, D. Chem.-Eur. J. 2000, 6, 2103-2111
36. Stulz, E., Scott, S. M., Bond, A. D., Teat, S. J., and Sanders, J. K. M. Chem.-Eur. J. 2003, 9, 6039-6048
37. Piguet, C., Bernardinelli, G., Williams, A. F., and Bocquet, B. Angew. Chem., Int. Ed. Engl. 1995, 34, 582-584
38. Kunze, A., Bethke, S., Gleiter, R., and Rominger, F. Org. Lett. 2000, 2, 609-612
39. Kunze, A., Gleiter, R., and Rominger, F. Chem. Commun. 1999, 171-172
40. Klieser, B. and Vögtle, F. Angew. Chem., Int. Ed. Engl. 1982, 21, 618
41. Vögtle, F., Pawlitzki, G., and Hahn, U. In Modern Cyclophane Chemistry; Gleiter, R. and Hopf, H., Eds.; Wiley-VCH: Weinheim, 2004; pp 41 - 80.
42. Sheldrick, G. M. SADABS, Bruker/Siemens Area Detector Absorption Correction Program; Bruker AXS: Madison, WI, 1998.
43. Van der Sluis, P. and Spek, A. L. Acta Crystallogr., Sect. A 1990, A46, 194-201
44. SHELXTL, Program for Structure Solution, Refinement and Presentation, 6.10; BRUKER AXS Inc.: Madison, WI.
45. Transmetalation is used to describe the replacement of one Group 15 element with another, even when the replacement is not a metal as in the case of As (metalloid) and P (non-metal). This language is consistent with our previous communication on the topic (ref 12).
46. Schmidbaur, H. and Schier, A. Organometallics 2008, 27, 2361-2395 and references therein
47. Auer, A. A., Mansfeld, D., Nolde, C., Schneider, W., Schurmann, M., and Mehring, M. Organometallics 2009, 28, 5405-5411
48. Cangelosi, V. M., Pitt, M. A., Vickaryous, W. J., Allen, C. A., Zakharov, L. N., and Johnson, D. W. Cryst. Growth Des. 2010, 10, 3531 - 3536.
49. 6-arene complexation to phosphenium cations is known, but very rare. See: Burford, N., Clyburne, J. A. C., Bakshi, P. K., and Cameron, T. S. J. Am. Chem. Soc. 1993, 115, 8829-8830. The Cambridge Structural Database was searched for P•••π contacts of less than the sum of the van der Waals radii for P and C, turning up 20 hits. However, no correlation between contact distance and angle was observed. See Supporting Information for further detail.
50. Schmidbaur, H., Nowak, R., Steigelmann, O., and Muller, G. Chem. Ber. 1990, 123, 1221-1226
51. Schmidbaur, H., Nowak, R., Schier, A., Wallis, J. M., Huber, B., and Muller, G. Chem. Ber. 1987, 120, 1829-1835
52. Schier, A., Wallis, J. M., Muller, G., and Schmidbaur, H. Angew. Chem., Int. Ed. Engl. 1986, 25, 757-759
53. Models were minimized using Spartan '08 (Wave function, Inc., 182 Irvine, CA, 2008). The choice of functional and basis sets was based on those used in ref 40.
54. The van der Waals radii are 1.8 Å for P, 1.85 Å for As, 2.0 Å for Sb, and 2.0 Å for Bi. Taken from: Bondi, A. J. Phys. Chem. 1964, 68, 441-451
55. y polyhedra: Babíc, D., Rabii, S., and Bernholc J. Phys. Rev. B: Condens. Matter Mater. Phys. 1989, 39, 10831-10838
56. Delnomdedieu, M., Basti, M. M., Otvos, J. D., and Thomas, D. J. Chem.-Biol. Interact 1994, 90, 139-155
57. Delnomdedieu, M., Basti, M. M., Otvos, J. D., and Thomas, D. J. Chem. Res. Toxicol. 1993, 6, 598-602
58. Seeber, G. T., Bryan, E. F., and Raymond, K. N. In Top. Curr. Chem.; Springer: Berlin: Heidelberg, 2006; Vol. 265, p 147 - 183.