Differentiated Ligands for the Sequential Construction of Crystalline Heterometallic Assemblies

Ideas in Chemistry and Molecular Sciences: Advances in Synthetic Chemistry

Volumn , Issue , 2010, Pages 263-282

  Baudron, Stéphane A ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

Crystalline heterometallic assembly; Dipyrrin ligand; Dithiolate ligand; Metal organic framework; Metallatecton

Indexed keywords

EID: 77954912845     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527630554.ch12     Document Type: Chapter

References (70)

1. Lehn, J.M. (1995) Supramolecular Chemistry, Concepts and Perspectives, Wiley-VCH Verlag GmbH, Weinheim.
2. Constable, E.C. (1994) Higher oligopyridines as a structural motif in metallosupramolecular chemistry, in Progress in Inorganic Chemistry, vol. 42 (ed. K.D. Karlin), pp. 67-138.
3. Sauvage, J.-P. (ed.) (1999) Transition Metals in Supramolecular Chemistry, John Wiley & Sons, Inc., New-York.
4. Lenninger, S., Olenuyk, B., and Stang, P.J. (2000) Self-assembly of discrete cyclic nanostructures mediated by transition metals. Chem. Rev., 100, 853-908.
5. Swiegers, G.F. and Malefetse, T.J. (2000) New self-assembled structural motifs in coordination chemistry. Chem. Rev., 100, 3483-3537.
6. Fujita, M., Tominaga, M., Hori, A., and Therrien, B. (2000) Coordination assemblies from a Pd(II)-cornered square complex. Acc. Chem. Res., 38, 369-378.
7. Batten, S.R. and Robson, R. (1998) Interpenetrated nets: ordered, periodic entanglement. Angew. Chem. Int. Ed., 37, 1460-1494.
8. Eddaoudi, M., Moler, D.B., Li, H., Chen, B., Reineke, T.M., O'Keefe, M., and Yaghi, O.M. (2001) Modular chemistry: secondary building units as a basis for the design of highly porous and robust metal-organic carboxylate frameworks. Acc. Chem. Res., 34, 319-330.
9. Kitagawa, S., Kitaura, R., and Noro, S.I. (2004) Functional porous coordination polymers. Angew. Chem. Int. Ed., 43, 2334-2375.
10. Férey, G., Mellot-Draznieks, C., Serre, C., and Millange, F. (2005) Crystallized frameworks with giant pores: are there limits to the possible? Acc. Chem. Res., 38, 217-225.
11. Dinca, M. and Long, J.R. (2008) Hydrogen storage in microporous metal-organic frameworks with exposed metal sites. Angew. Chem. Int. Ed., 47, 6766-6779.
12. Maspoch, D., Ruiz-Molina, D., and Veciana, J. (2007) Old materials with new tricks: multifunctional open-framework materials. Chem. Soc. Rev., 36, 770-818.
13. Dunbar, K.R. and Heintz, R.A. (1997) Chemistry of transition metal cyanide compounds: modern perspectives, in Progress in Inorganic Chemistry, vol. 45 (ed. K.D.Karlin), pp. 283-391.
14. Verdaguer, M., Bleuzen, A., Marvaud, V., Vaissermann, J., Seuleiman, M., Desplanches, C., Scuiller, A., Train, C., Garde, R., Gelly, G., Lomenech, C., Rosenman, I., Veillet, P., Cartier, C., and Villain, F. (1999) Molecules to build solids: high Tc molecule based magnets by design and recent revival of cyano complexes chemistry. Coord. Chem. Rev., 190-192, 1023-1047.
15. Kaye, S.S. and Long, J.R. (2005) Hydrogen storage in the dehydrated Prussian blue analogues M3[Co(CN)6]2. J. Am. Chem. Soc., 127, 6505-6507.
16. Chapman, K.W., Southon, P.D., Weeks, C.L., and Kepert, C.J. (2005) Reversible hydrogen gas uptake in nanoporous Prussian blue analogues. Chem. Commun., 3322-3324.
17. Baudron, S.A., Hosseini, M.W., Kyritsakas, N., and Kurmoo, M. (2007) A stepwise approach to the formation of heterometallic discrete complexes and infinite architectures. Dalton Trans., 1129-1139.
18. Simard, M., Su, D., and Wuest, J.D. (1991) Use of hydrogen bonds to control molecular aggregation - self-assembly of 3-dimensional networks with large chambers. J. Am. Chem. Soc., 113, 4696-4698.
19. Mann, S. (1993) Molecular tectonics in biomineralization and biomimetic materials. Nature, 365, 499-505.
20. Hosseini, M.W. (2005) Molecular tectonics: from simple tectons to complex molecular networks. Acc. Chem. Res., 38, 313-323.
21. Constable, E.C. (2008) Expanded ligands - an assembly principle for supramolecular chemistry. Coord. Chem. Rev., 252, 842-855.
22. Constable, E.C. and Cargill Thompson, A.M.W.J. (1994) Pendant-functionalised ligands for metallosupramolecular assemblies; ruthenium(II) and osmium(II) complexes of 4-(4-pyridy1)-2,2 : 6,2 -terpyridine. J. Chem. Soc., Dalton Trans., 1409-1418.
23. Beeves, J.E., Constable, E.C., Housecroft, C.E., Kepert, C.J., and Price, D.J. (2007) The first example of a coordination polymer from the expanded 4,4-bipyridine ligand [Ru(pytpy) 2]2+ (pytyp = 4-(4-pyridyl)-2,2:6, 2-terpyridine). CrystEngComm., 9, 456-459.
24. Kahn, O. (2000) Chemistry and physics of supramolecular materials. Acc. Chem. Res., 33, 647-657.
25. For a recent review: Pardo, E., Ruiz-Garcia, R., Cano, J., Ottenwaelder, X., Lescoüezec, R., Journaux, Y., Lloret, F., and Julve, M. (2008) Ligand design for multidimensional magnetic materials: a metallosupramolecular perspective. Dalton Trans., 2780-2805.
26. Pei, Y., Verdaguer, M., Kahn, O., Sletten, J., and Renard, J.P. (1987) Magnetism of manganese(II)copper(II) and nickel(II)copper(II) ordered bimetallic chains. Crystal structure of MnCu(pba)(H2O)3.2H2O (pba = 1,3-propylenebis(oxamato)). Inorg. Chem., 26, 138-143.
27. Baron, V., Gillon, B., Cousson, A., Mathonière, C., Kahn, O., Grand, A., Öhrström, L., Delley, B., Bonnet, M., and Boucherle, J.X. (1997) Spin density maps for the ferrimagnetic chain compound MnCu(pba) (H2O)3•2H2O (pba = 1,2-Propylenebis(oxamato)): polarized neutron diffraction and theoretical studies. J. Am. Chem. Soc., 119, 3500-3506.
28. Suslick, K.S., Bhyrappa, P., Chou, J.P., Kosal, M.E., Nakagaki, S., Smithenry, D.W., and Wilson, S.R. (2005) Microporous porphyrin solids. Acc. Chem. Res., 38, 283-291.
29. Goldberg, I. (2008) Crystal engineering of nanoporous architectures and chiral porphyrin assemblies. CrystEngComm., 10, 637-645.
30. Deiters, E., Bulach, V., and Hosseini, M.W. (2008) Molecular tectonics: ribbons type coordination networks based on porphyrins bearing two pyridine and two pyridine N-oxide units. New. J. Chem., 32, 99-104.
31. Balzani, V., Juris, A., Venturi, M., Campagna, S., and Serroni, S. (1996) Luminescent and redox-active polynuclear transition metal complexes. Chem. Rev., 96, 759-834.
32. Kaes, C., Katz, A., and Hosseini, M.W. (2000) Bipyridine: the most widely used ligand. A review of molecules comprising at least two 2,2-bipyridine units. Chem. Rev., 100, 3553-3590.
33. Kitaura, R., Onoyama, G., Sakamoto, H., Matsuda, R., Noro, S., and Kitagawa, S. (2004) Immobilization of a metallo schiff base into a microporous coordination polymer. Angew. Chem. Int. Ed., 43, 2684-2687.
34. Dawe, L.N., Miglioi, J., Turnbow, L., Taliaferro, M.L., Shum, W.W., Bagnato, J.D., Zakharov, L.N., Rheingold, A.L., Arif, A.M., Fourmigué, M., and Miller, J.S. (2005) Structure and magnetic properties of (meso-tetraporphyrinato)manganese(III) bis(dithiolato)nickelates. Inorg. Chem., 44, 7530-7539.
35. Karlin, K.D. and Stiefel, E. I. (eds) (2004) Dithiolene Chemistry, Synthesis, Properties and Applications, Progress in Inorganic Chemistry, vol. 52, John Wiley & Sons, Inc., Hoboken.
36. Coucouvanis, D. (1970) Chemistry of the dithioicacid and 1,1-dithiolate complexes, in Progress in Inorganic Chemistry, vol. 11 (ed. S.J.Lippard), pp. 233-3791.
37. Coucouvanis, D. (1979) The chemistry of the dithioicacid and 1,1-dithiolate complexes, 1968-1977, in Progress in Inorganic Chemistry, vol. 26 (ed. S.J.Lippard), pp. 301-469.
38. Baudron, S.A. and Hosseini, M.W. (2006) Sequential generation of 1-D networks based on a differentiated bischelate-type ligand bearing both 4,5-diazafluorene and dithiolene units. Inorg. Chem., 45, 5260-5262.
39. Baudron, S.A., Hosseini, M.W., and Kyritsakas, N. (2006) Octanuclear cubic Cu(I) complex decorated with six peripheral chelates. New J. Chem., 30, 1083-1086.
40. Gompper, R. and Töpfl, W. (1962) Substituierte dithiocarbonsaüren und ketenmercaptale. Chem. Ber., 95, 2861-2870.
41. McCandlish, L.E., Bissell, E.C., Coucouvanis, D., Fackler, J.P., and Knox, K. (1968) A new metal cluster system containing a cube of metal atoms. J. Am. Chem. Soc., 90, 7357-7359.
42. Baudron, S.A. and Hosseini, M.W. (2008) Modular construction of a series of heteronuclear metallamacrocycles. Chem. Commun., 4558-4560.
43. Balch, A.L., Catalano, V.J., and Olmstead, M.M. (1990) Structure and photoluminescence of a heterodinuclear d8-d10 complex, [AuIr(CO)Cl(μ-Ph2PCH2PPh2)2][PF6]. Inorg. Chem., 29, 585-586.
44. Wood, T.E. and Thompson, A. (2007) Advances in the chemistry of dipyrrins and their complexes. Chem. Rev., 107, 1831-1861.
45. Fischer, H. and Schubert, M. (1924) Synthetische Versuche mit Blutfarbstoff-Spaltprodukten und Komplexsalz-Bildung bei Dipyrryl-methenen. Ber. Dtsch. Chem. Ges., 57, 610-617.
46. Brückner, C., Karunaratne, V., Rettig, S.J., and Dolphin, D. (1996) Synthesis of meso-pehnyl-4,6-dipyrrins, preparation of their Cu(II), Ni(II), and Zn(II) chelates, and their structural characterization of bis[meso-pehnyl-4,6-dipyrrinato]Ni(II). Can. J. Chem., 74, 2182-2193.
47. Wagner, R.W. and Lindsey, J.S. (1996) Boron-dipyrromethene dyes for incorporation in synthetic multi-pigment light harvesting arrays. Pure Appl. Chem., 68, 1373-1380.
48. Halper, S.R. and Cohen, S.M. (2005) Heterometallic metal-organic frameworks based on tris(dipyrrinato) coordination complexes. Inorg. Chem., 44, 486-488.
49. Murphy, D.L., Malachowski, M.R., Campana, C.F., and Cohen, S.M. (2005) A chiral, heterometallic metal-organic framework derived from a tris(chelate) coordination complex. Chem. Commun., 5506-5508.
50. Halper, S.R., Do, L., Stork, J.R., and Cohen, S.M. (2006) Topological control in heterometallic metal-organic frameworks by anion templating and metalloligand design. J. Am. Chem. Soc., 128, 15255-15268.
51. Garibay, S.J., Stork, J.R., Wang, Z., Cohen, S.M., and Telfer, S.G. (2007) Enantiopure vs. racemic metalloligands: impact on metal-organic framework structure and synthesis. Chem. Commun., 4881-4883.
52. Salazar-Mendoza, D., Baudron, S.A., and Hosseini, M.W. (2007) Beyond classical coordination: silver-π interactions in metal dipyrrin complexes. Chem. Commun., 4558-4560.
53. Salazar-Mendoza, D., Baudron, S.A., and Hosseini, M.W. (2008) Many faces of dipyrrins: from H-bonded networks to homo- and hetero-nuclear metallamacrocycles. Inorg. Chem., 47, 766-768.
54. Hill, A.E. (1921) The distribution of a strong electrolyte between benzene and water. J. Am. Chem. Soc., 43, 254-268.
55. Smith, H.G. and Rundle, R.E. (1958) The silver perchlorate-benzene complex C6H6.ClO4, crystal structure and charge transfer energy. J. Am. Chem. Soc., 80, 5075-5080.
56. Thompson, A. and Dolphin, D. (2000) Nuclear magnetic resonance studies of helical dipyrromethene-zinc complexes. Org. Lett., 2, 1315-1318.
57. Ikeda, M., Takeuchi, M., Shinkai, S., Tani, F., Naruta, Y., Sakamoto, S., and Yamaguchi, K. (2002) Allosteric binding of an Ag+ ion to cerium(IV) bis-porphyrinates enhances the rotational activity of porphyrin ligands. Chem. Eur. J., 8, 5542-5550.
58. Lindeman, S.V., Rathore, R., and Kochi, J.K. (2000) Silver(I) complexation of (poly)aromatic ligands. Structural criteria for depth penetration in cis-stibenoid cavities. Inorg. Chem., 39, 5707-5716.
59. Sazanovich, I.V., Kirmaier, K., Hindin, E., Yu, L., Bocian, D.F., Lindsey, J.S., and Holten, D. (2004) Structural control of the excited-state dynamics of bis(dipyrrinato)zinc complexes: self-assembling chromophores for light-harvesting architectures. J. Am. Chem. Soc., 126, 2664-2665.
60. Thoi, V.S., Stork, J.R., Magde, D., and Cohen, S.M. (2006) Luminescent dipyrrinato complexes of trivalent group 13 metal ions. Inorg. Chem., 45, 10688-10697.
61. Smalley, S.J., Waterland, M.R., and Telfer, S.G. (2009) Heteroleptic dipyrrin/bipyridine complexes of ruthenium( II). Inorg. Chem., 48, 13-15.
62. De Feyter, S., Abdel-Mottaleb, M.M.S., Schuurmans, N., Berkuijl, B.J.V., van Esch, J.V., Feringa, B.L., and De Schryver, F.C. (2002) Metal ion complexation: a route to 2D templates? Chem. Eur. J., 10, 1124-1132.
63. Stepanow, S., Lingenfelder, M., Dmitriev, A., Spillmann, H., Delvigne, E., Lin, N., Deng, X., Cai, C., Barth, J.V., and Kern, K. (2004) Steering molecular organization and host-guest interactions using two-dimensional nanoporous coordination systems. Nat. Mater., 3, 229-233.
64. Surin, M., Samori, P., Jouaiti, A., Kyritsakas, N., and Hosseini, M.W. (2007) Molecular tectonics on surfaces: bottom-up fabrication of 1D coordination networks that form 1D and 2D arrays on graphite. Angew. Chem. Int. Ed., 46, 245-249.
65. Newkome, G.R., Wang, P., Moorefield, C.N., Cho, T.J., Mohapatra, P.P., Li, S., Hwang, S.H., Lukoyanova, O., Echegoyen, L., Palagatto, J.A., Iancu, V., and Hla, S.W. (2006) Nanoassembly of a fractal polymer: a molecular "Sierpinski hexagonal gasket. Science, 312, 1782-1785.
66. Li, S.-S., Northrop, B., Yuan, Q.-H., Wan, L.-J., and Stang, P.J. (2009) Surface confined metallosupramolecular architectures: formation and scanning tunnelling microscopy characterization. Acc. Chem. Res., 42, 249-259.
67. MacDonald, J.C., Dorrestein, P.C., Pilley, M.M., Foote, M.M., Lundburg, J.L., Henning, R.W., Schultz, A.J., and Manson, J.L. (2000) design of layered crystalline materials using coordination chemistry and hydrogen bonds. J. Am. Chem. Soc., 122, 11692-11702.
68. Noveron, J.C., Lah, M.S., Del Sesto, R.E., Arif, A.M., Miller, J.S., and Stang, P.J. (2002) Engineering the structure and magnetic properties of crystalline solids via the metal-directed self-assembly of a versatile molecular building unit. J. Am. Chem. Soc., 124, 6613-6625.
69. Dechambenoit, P., Ferlay, S., and Hosseini, M.W. (2005) From tectons to composite crystals. Cryst. Growth Des., 5, 2310-2312.
70. Heinze, K., Beckmann, M., and Hempel, K. (2008) Solid-phase synthesis of transition metal complexes. Chem. Eur. J., 14, 9468-9480.