Homo- and heterodinuclear helicates of lanthanide(III), zinc(II) and aluminium(III) based on 8-hydroxyquinoline ligands

Chemistry - A European Journal

Volumn 15, Issue 35, 2009, Pages 8791-8799

  Albrecht, Markus ^a   Osetska, Olga ^a   Bünzli, Jean Claude G ^a   Gumy, Frédéric ^b   Fröhlich, Roland ^c  

^a RWTH AACHEN UNIVERSITY   (Germany)

^b EPFL   (Switzerland)

^c UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Helicates; Ir spectroscopy; Lanthanides; Nmr spectroscopy; Self assembly

Indexed keywords

8-HYDROXYQUINOLINE; ALKALI METAL CATIONS; COORDINATION COMPOUNDS; DIFFRACTION STUDIES; DOUBLE BONDS; HELICAL STRUCTURES; HELICATES; HETERONUCLEAR DERIVATIVES; HIGH STABILITY; HOMONUCLEAR; IR SPECTROSCOPY; LANTHANIDES; NEAR INFRA RED; NMR SPECTROSCOPY; RARE-EARTH; SELF ASSEMBLY PROCESS; TEMPLATED; TEMPLATING;

ALKALI METALS; ALUMINUM; DIMETHYL SULFOXIDE; ERBIUM; INFRARED DEVICES; IRIDIUM; METALS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS; POSITIVE IONS; PROTONS; SELF ASSEMBLY; YTTERBIUM; ZINC; ZINC COMPOUNDS;

LIGANDS;

8 QUINOLINOL; ALUMINUM; LANTHANIDE; LIGAND; ZINC;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

ALUMINUM; LANTHANOID SERIES ELEMENTS; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; OXYQUINOLINE; ZINC;

EID: 69749105204     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200901068     Document Type: Article

References (62)

1. a) S. Comby, J.-C. G. Bünzli in Handbook on the Physics and Chemistry of Rare Earths, Vol.37 (Eds.: K. A. Gschneidner, Jr., J.GG. Bünzli, V. Pecharsky), Elsevier, Amsterdam, 2007, Chapter 235;
2. b)R. Weissleder, V. Ntziachristos, Nat. Med. 2003, 9, 123;
3. c) S. Faulkner, S. J. A. Pope, B. P. Burton-Pye, Appl Spectrosc. Rev. 2005,40, 1;
4. d) P. B. Glover, P. R. Ashton, L. J. Childs, A. Rodger, M., Kercher, R. M. Williams, L. De Cola, Z. Pikramenou, J. Am. Chem. Soc. 2003, 125, 9918;
5. e) M. H. V. Werts, R. H. Woudenberg, P. G. Emmerink, R. Van Gassel, J. W. Hofstraat, J. W. Verhoeven, Angew. Chem. 2000, 112, 4716;
6. Angew. Chem, Int. Ed. 2000, 39, 4542;
7. f) C. L. Maupin, R. S. Dickins, L. G. Govenlock, C. E. Mathieu, D. Parker, J. A. G. Williams, J. P. Riehl, J. Phys. Chem. A 2000, 104, 6709;
8. g) S. Sato, M. Wada, Bull. Chem. Soc. Jpn. 1970, 43, 1955;
9. h) G. F. G. De Sá, O. L. Malta, C. D. Donega, A. M., Simas, R. L. Longo, P. A. Santa-Cruz, E. F. Da Silva, Coord. Chem. Rev. 2000, 196, 165;
10. i) A. Beeby, S. Faulkner, J. A. G. Williams, J. Chem. Soc. Dalton Trans. 2002,1918;
11. j) M. Latva, H. Takalo, V. M. Mukkala, C. Matachescu, J.-C. Rodriquez-Ubis, J. Kankare, J. Lumin. 1997, 75, 149.
12. K. Zeckert, J. Hamacek, J.-M. Senegas, N. Dalla-Favera, S. Floquet, G. Bernardinelli, C. Piguet, Angew. Chem. 2005, 117, 8168;
13. Angew. Chem. Int. Ed. 2005, 44, 7954.
14. a) C. Piguet, J.-C. G. Bünzli, Chem. Soc. Rev. 1999, 28, 347;
15. b) J.C.G. Bünzli, C. Piguet, Chem. Rev. 2002, 102, 1897;
16. c) J.-C.G. Bünzli, C. Piguet, Chem. Soc. Rev. 2005, 34, 1048;
17. d) B. Bocquet, G. Bernardinelli, N. Ouali, F. Floquet, F. Renaud, G. Hopfgartner, C. Piguet, Chem. Commun. 2002, 930;
18. e) M. Elhabiri, R. Scopelliti, J.C. G. Bünzli, C. Piguet, J. Am. Chem. Soc. 1999, 121, 10747;
19. f) N. André, T. B. Jensen, R. Scopelliti, D. Imbert, M. Elhabiri, G. Hopfgartner, C. Piguet, J.-C. G. Bünzli, Inorg. Chem. 2004, 43, 515;
20. g) S. Torelli, D. Imbert, M. Cantuel, G. Bernardinelli, S. Delahaye, A. Häuser, J.-C. G. Bünzli, C. Piguet, Chem. Eur. J. 2005, 11, 3228;
21. h) C. Piguet, C. Edder, S. Rigault, G. Bernardinelli, J.-C. G. Bünzli, G. Hopfgartner, J. Chem. Soc. Dalton Trans. 2000, 3999;
22. i) D. Imbert, M. Cantuel, J.-C. G. Bünzli, G. Bernardinelli, C. Piguet, J. Am. Chem. Soc. 2003, 125, 15698;
23. J) T.B. Jensen, R. Scopelliti, J.C. G. Bünzli, Chem. Eur. J. 2007, 13, 8404.
24. For coordination chemistry of lanthanides with 8-hydroxyquinoline derivatives, see: a) R. Van Deun, P. Fias, P. Nockemann, A. Schepers, T. N. Parac-Vogt, K. Van Hecke, L. Van Meervelt, K. Binnemans, Inorg. Chem. 2004, 43, 8461;
25. b) R. Van Deun, P. Fias, K. Binnemans, C. Gorller-Walrand, Phys Chem. Chem. Phys. 2003, 5, 2754;
26. c) S. Comby, D. Imbert, A.-S. Chauvin, J.-C. G. Bünzli, Inorg. Chem. 2006, 45, 732;
27. d) M. Iwamuro, T. Adachi, Y. Wada, T. Kitamura, N. Nakashima, S. Yanagida, Bull Chem. Soc. Jpn. 2000, 73, 1359;
28. e) H. Suzuki, Y. Hattori, T. Iizuka, K. Yuzawa, N. Matsumoto, Thin Solid Films 2003, 438-439, 288.
29. a) M. Albrecht, O. Osetska, J. Klankermayer, R. Fröhlich, F. Gumy, J.-C. G. Bünzli, Chem. Commun. 2007, 1834;
30. b) For comparison, see: N.M. Shavaleev, R. Scopelliti, F. Gumy, J.-C.G. Bünzli, Inorg. Chem. 2008, 47, 9055.
31. For other lanthanide helicates see Refs. [2], [3] and:a) J. J. Lessmann, W. D. Horrocks, Inorg. Chem. 2000, 39, 3114;
32. b) A. P. Bassett, S. W. Magennis, P. B. Glover, D. J. Lewis, N. Spencer, S. Parsons, R. M. Williams, L. De Cola, Z. Pikramenou, J. Am. Chem. Soc. 2004, 126, 9413;
33. c) M. Albrecht, S. Schmid, S. Dehn, C. Wickleder, S. Zhang, A. P. Bassett, Z. Pikramenou, R. Fröhlich, New J. Chem. 2007, 1755.
34. a) M. Albrecht, O. Osetska, R. Fröhlich, J.-C. G. Bünzli, A. Aebischer, F. Gumy, J. Hamacek, J. Am. Chem. Soc. 2007, 129, 14178;
35. b) For a recent example of heterodinuclear lanthanide containing helicates, see: M. Albrecht, Y. Liu, S.S. Zhu, C.A. Schalley, R. Fröhlich, Chem. Commun. 2009, 1195-1197.
36. For several reviews on helicates, see: a) C. Piguet, G. Bernardinelli, G. Hopfgartner, Chem. Rev. 1997, 97, 2005;
37. b) M. Albrecht, Chem. Rev. 2001,101, 3457;
38. c) M. J. Hannon, L. J. Childs, Supramol. Chem, 2003, 16, 7;
39. d) M. Albrecht, Bull. Chem. Soc. Jpn. 2007, 80, 797. For reviews on metallosupramolecular chemistry including helicates, see:
40. e) J.-M. Lehn, Supramolecular Chemistry: Concepts and Perspectives, VCH, Weinheim, 1995;
41. f) B.J. Holliday, C.A. Mirkin, Angew. Chem, 2001, 113, 2076-2097;
42. Angew. Chem. Int. Ed. 2001, 40, 2022-2043;
43. g) S. Leininger, B. Olenyuk, P. J. Stang, Chem. Rev. 2000, 100, 853-908;
44. h) D. L. Caulder, K. N. Raymond, Acc. Chem. Res. 1999, 32, 975-982;
45. i) R. W Saalfrank, H. Maid, A. Scheurer, Angew. Chem. 2008, 120, 8924-8956;
46. Angew. Chem. Int. Ed. 2008, 47, 8794-8824.
47. a) K. Hiratani, T. Takahashi, K. Kasuga, H. Sugihara, K. Fujiwara, K. Ohashi, Tetrahedron Lett. 1995, 36, 5567;
48. b) K. Hiratani, M. Albrecht, Chem. Soc. Rev. 2008, 37, 2413.
49. M. Albrecht, O. Osetska, R. Fröhlich, Eur. J. Org. Chem. 2007, 4902.
50. For comparison, see: M. Albrecht, O. Blau, R. Fröhlich, Proc. Natl. Acad. Sci. USA 2002, 99, 4867.
51. For a heterodinuclear non-lanthanide helicate-type complex, see: M. Albrecht, R. Fröhlich, J. Am. Chem. Soc. 1997, 119, 1656.
52. a)M. Albrecht, O. Blau, R. Fröhlich, Chem. Eur. J. 1999, 5, 48;
53. b) M. Albrecht, O. Blau, R. Fröhlich, Proc. Natl. Acad. Sci. USA 2002, 99, 4867.
54. M. Albrecht, Chem. Eur. J. 2000, 6, 3485.
55. J. C. de Mello, H. F. Wittmann, R. H. Friend, Adv. Mater. 1997, 9, 230.
56. A. Aebischer, F. Gumy, J.-C. G. Bünzli, Phys. Chem. Chem. Phys. 2009, 11, 1346-1353.
57. Z. Otwinowski, W. Minor, Methods Enzymol 1997, 276, 307-326.
58. a) R. H. Blessing, Acta Crystallogr. Sect A 1995, 51, 33-37;
59. b) R. H. Blessing, J. Appl. Crystallogr. 1997, 30, 421-426.
60. Z. Otwinowski, D. Borek, W. Majewski, W. Minor, Acta Crystallogr. Sect A 2003, 59, 228-234.
61. G. M. Sheldrick, Acta Crystallogr. Sect. A 1990, 46, 467-473.
62. G. M. Sheldrick, Acta Crystallogr. Sect. A 2008, 64, 112-122.