Self-assembly of discrete metallosupramolecular luminophores

Coordination Chemistry Reviews

Volumn 252, Issue 8-9, 2008, Pages 903-921

  Cooke, Michael W ^a   Chartrand, Daniel ^a   Hanan, Garry S ^a  

^a UNIVERSITÉ DE MONTRÉAL   (Canada)

Author keywords

Electron transfer; Energy transfer; Luminescence; Metal directed self assembly; Metallosupramolecular chemistry; Transition metal ions

Indexed keywords

EID: 41949111896     PISSN: 00108545     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ccr.2008.01.006     Document Type: Review

References (165)

1. Lindoy L.F., and Atkinson I.M. Self-Assembly in Supramolecular Systems (2000), Royal Society of Chemistry, Cambridge, UK
2. Lindoy L.F. Coord. Chem. Rev. 222 (2001) 1 and in this special issue dedicated to metallosupramolecular chemistry
3. Rau S., Walther D., and Vos J.G. Dalton Trans. 9 (2007) 915
4. Amijs C.H.M., van Klink G.P.M., and van Koten G. Dalton Trans. (2006) 308
5. Schmittel M., and Kalsani V. Top. Curr. Chem. 245 (2005) 1
6. Gratzel M. Inorg. Chem. 44 (2005) 6841 and references therein
7. Dempsey J.L., Esswein A.J., Manke D.R., Rosenthal J., Soper J.D., and Nocera D.G. Inorg. Chem. 44 (2005) 6879 and references therein
8. Cooke M.W., and Hanan G.S. Chem. Soc. Rev. 36 (2007) 1466
9. Kato M. Bull. Chem. Soc. Jpn. 80 (2007) 287
10. Wurthner F., You C.-C., and Saha-Moller C.R. Chem. Soc. Rev. 33 (2004) 133
11. Mines G.A., Tzeng B.C., Stevenson K.J., Li J., and Hupp J.T. Angew. Chem. Intl. Ed. 41 (2002) 154
12. Sun S.-S., and Lees A.J. Coord. Chem. Rev. 230 (2002) 171 and references therein
13. Milanesio M.E., Alvarez M.G., Rivarola V., Silber J.J., and Durantini E.N. Photochem. Photobiol. 81 (2005) 891
14. Stochel G., Wanat A., Kulis E., and Stasicka Z. Coord. Chem. Rev. 171 (1998) 203
15. Adronov A., and Fréchet J. Chem. Commun. (2000) 1701
16. Barber J. Quat. Rev. Biophys. 36 (2003) 71
17. Differences in solvation effects between the discrete assemblies, oligomers, and polymers would have to be negligible.
18. Ruben M., Rojo J., Romero-Salguero F.J., Uppadine L.H., and Lehn J.-M. Angew. Chem. Int. Ed. 43 (2004) 3644 and references therein
19. Denti G., Campagna S., Sabatino L., Serroni S., Ciano M., and Balzani V. Inorg. Chem. 29 (1990) 4750
20. Denti G., Campagna S., Sabatino L., Serroni S., Ciano M., and Balzani V. J. Am. Chem. Soc. 114 (1992) 2944
21. Constable E.C. Chem. Commun. (1997) 1073 and references therein
22. Maverick A.W., and Klavetter F.E. Inorg. Chem. 23 (1984) 4129
23. Fujita M. Chem. Soc. Rev. 27 (1998) 417
24. Fujita M. Acc. Chem. Res. 32 (1999) 53
25. Fujita M. Struct. Bond. 96 (2000) 177
26. Leininger S., Olenuk B., and Stang P.J. Chem. Rev. 100 (2002) 853
27. Crowley J.D., and Bosnich B. Eur. J. Inorg. Chem. 11 (2005) 2015 and references therein
28. Fujita M., Sasaki O., Mitsuhashi T., Fujita T., Yazaki J., Yamaguchi K., and Ogura K. Chem. Commun. (1996) 1535
29. Lee S.B., Hwang S., Chung D.S., Yun H., and Hong J.I. Tetrahedron Lett. 39 (1998) 873
30. Fujita J., Yazaki K., and Ogura. Chem. Lett. (1991) 1031
31. See for example:
32. Adams C.J., Fey N., and Weinstein J.A. Inorg. Chem. 45 (2006) 6105
33. Laskar I.R., Hsu S.-F., and Chen T.-M. Polyhedron 24 (2005) 881
34. Wadas T.J., Chakraborty S., Lachicotte R.J., Wang Q.-M., and Eisenberg R. Inorg. Chem. 44 (2005) 2628
35. Tao C.-H., Zhu N., and Yam V.W.-W. Chem. Eur. J. 11 (2005) 1647
36. La Deda M., Ghedini M., Aiello I., Pugliese T., Barigelletti F., and Accorsi G. J. Organometall. Chem. 690 (2005) 857 and references therein
37. The literature of porphyrin-based assemblies is too vast to be reviewed in great detail here, for excellent accounts of porphorinic assemblies see:
38. Drain C.M., Goldberg I., Sylvain I., and Falber A. Top. Curr. Chem. 245 (2005) 55 and references therein
39. Iengo E., Zangrando E., and Alessio E. Acc. Chem. Res. 39 (2006) 841 and references therein
40. Kobuke Y. Eur. J. Inorg. Chem. (2006) 2333 and references therein
41. Scandola F., Chiorboli C., Prodi A., Iengo E., and Alessio E. Coord. Chem. Rev. 250 (2006) 1471 and references therein
42. Hunter C.A., and Tomas S. J. Am. Chem. Soc. 128 (2006) 8975 and references therein
43. Cheng K.F., Thai N.A., Grohmann K., Teague L.C., and Drain C.M. Inorg. Chem. 45 (2006) 6928
44. Helicates assembled with f-block metal ions are frequently luminescent but will not be discussed in this review article. Please see this recent review on the subject:. Bünzli J.-C.G., and Piguet C. Chem. Soc. Rev. 34 (2005) 1048
45. Armaroli N. Chem. Soc. Rev. 30 (2001) 113 and references therein
46. Medlycott E.A., and Hanan G.S. Coord. Chem. Rev. 250 (2006) 1763 and references therein
47. Chen L.X., Shaw G.B., Novozhilova I., Liu T., Jennings G., Attenkofer K., Meyer G.J., and Coppens P. J. Am. Chem. Soc. 125 (2003) 7022
48. Gunaratne T., Rodgers M.A.J., Felder D., Nierengarten J.-F., Accorsi G., and Armaroli N. Chem. Commun. (2003) 3010
49. Kalsani V., Schmittel M., Listorti A., Accorsi G., and Armaroli N. Inorg. Chem. 45 (2006) 2061
50. Cuttell D.G., Kuang S.-M., Fanwick P.E., McMillan D.R., and Walton R.A. J. Am. Chem. Soc. 124 (2002) 6
51. Kuang S.-M., Cuttell D.G., McMillan D.R., Fanwick P.E., and Walton R.A. Inorg. Chem. 41 (2002) 3313
52. Armaroli N., Accorsi G., Holler M., Moudam O., Nierengarten J.-F., Zhou Z., Wegh R.T., and Welter R. Adv. Mater. 18 (2006) 1313 and references therein
53. Jia W.L., McCormick T., Tao Y., Lu J.-P., and Wang S. Inorg. Chem. 44 (2005) 5706
54. Ruthkosky M., Kelly C.A., Castellano F.N., and Meyer G.J. Coord. Chem. Rev. 171 (1998) 309
55. McMillan D.R., and McNett K.M. Chem. Rev. 98 (1998) 1201
56. Holler M., Cardinali F., Mamlouk H., Nierengarten J.-F., Gisselbrecht J.-P., Gross M., Rio Y., Barigelleti F., and Armaroli N. Tetrahedron 62 (2006) 2060
57. Kalsani V., Bodenstedt H., Fenske D., and Schmittel M. Eur. J. Inorg. Chem. (2005) 1841
58. Stadler A.-M., Puntoriero F., Campagna S., Kyritsakas N., Welter R., and Lehn J.-M. Chem. Eur. J. 11 (2005) 3997
59. Hanan G.S., Arana C.R., Lehn J.-M., Baum G., and Fenske D. Chem. Eur. J. 2 (1996) 1292
60. Hanan G.S., Arana C.R., Lehn J.-M., and Fenske D. Angew. Chem. Int. Ed. Engl. 35 (1995) 1122
61. Credi A., Balzani V., Campagna S., Hanan G.S., Arana C.R., and Lehn J.-M. Chem. Phys. Lett. 243 (1995) 102
62. Tsukuda T., Nakamura A., Arai T., and Tsubomura T. Bull. Chem. Soc. Jpn. 79 (2006) 288
63. Saito K., Arai T., Takahashi N., Tsukuda T., and Tsubomura T. Dalton Trans. (2006) 4444
64. Lin R., and Yip J.H.K. Inorg. Chem. 45 (2006) 4423
65. See for example:
66. Yip J.H.K., and Prabhavathy J. Angew. Chem. Int. Ed. 40 (2001) 2159
67. Laye R.H. Inorg. Chim. Acta (2007) 439
68. Xie L.-X., Wei M.-L., Duan C.-Y., Sun Q.-Z., and Meng Q.-J. Inorg. Chim. Acta 360 (2007) 2541
69. Barnard P.J., Wedlock L.E., Baker M.V., Berners-Price S.J., Joyce D.A., Skelton B.W., and Steer J.H. Angew. Chem. Int. Ed. 45 (2006) 5966
70. Cotton F.A., and Walton R.A. Multiple Bonds Between Metal Atoms. 3rd ed. (1994), Wiley, New York
71. Byrnes M.J., Chisholm M.H., Gallucci J.A., Liu Y., Ramnauth R., and Turro C. J. Am. Chem. Soc. 127 (2005) 17343
72. Bradley P.M., Bursten B.E., and Turro C. Inorg. Chem. 40 (2001) 1376
73. Bickley J., Bonar-Law R., McGrath T., Singh N., and Steiner A. New J. Chem. 28 (2004) 425
74. Cotton F.A., and Murillo C.A. Acc. Chem. Res. 34 (2001) 759
75. Eddaoudi M., Kim J., Wachter J.B., Chae H.K., O'Keeffe M., and Yaghi O.M. J. Am. Chem. Soc. 123 (2001) 4368
76. Bonar-Law R., McGrath T., Singh N., Bickley J.F., Femoni C., and Steiner. J. Chem. Soc., Dalton Trans. (2000) 4343
77. For the sake of simplicity, any metal dimer discussed in this review is considered as a single metal ion in their contribution to the total number of metal ions. They are also considered as octahedral metal ions even though one could think of their coordination mode as square planar with respect to the coordinated ligands.
78. Schiavo S.L., Pocsfalvi G., Serroni S., Cardiano P., and Piraino P. Eur. J. Inorg. Chem. (2000) 1371
79. Clegg J.K., Lindoy L.F., Moubaraki B., Murray K.S., and McMurtrie J.C. Dalton Trans. 16 (2004) 2417
80. Zhang L., Niu Y.-H., Jen A.K.-Y., and Lin W. Chem. Commun. (2005) 1002
81. Chan S.-C., Chan M.C.W., Wang Y., Che C.-M., Cheung K.-K., and Zhu N. Chem. Eur. J. 7 (2001) 4180
82. Lai S.-W., Chan M.C.-W., Peng S.-M., and Che C.-M. Angew. Chem. Int. Ed. 38 (1999) 669
83. Xu F.-B., Li Q.-S., Zeng X.-S., Leng X.-B., and Zhang Z.-Z. Organometallics 21 (2002) 4894
84. Tsubomura T., Enoto S., Endo S., Tamane T., Matsumoto K., and Tsukuda T. Inorg. Chem. 44 (2005) 6373
85. Wu F., Tiesgo E.C., Thummel R.P., Juris A., Hissler M., El-ghayoury A., and Ziessel R. Tetrahedron Lett. 40 (1999) 7311
86. Marin V., Hoogenboom R., Moore B., Holder E., and Schubert U.S. Aust. J. Chem. 60 (2007) 229
87. Cooke M.W., Hanan G.S., Loiseau F., Campagna S., Watanabe M., and Tanaka Y. Angew. Chem. Int. Ed. 44 (2005) 4881
88. Medlycott E.A., and Hanan G.S. Chem. Soc. Rev. 34 (2005) 133-142 and references therein
89. Wang J., and Hanan G.S. Synlett (2003) 852
90. MacDonnell F.M., Kim M.-J., Wouters K.L., and Konduri R. Coord. Chem. Rev. 242 (2003) 47
91. Keene R.F. Coord. Chem. Rev. 166 (1997) 121
92. Cooke M.W., Hanan G.S., Loiseau F., Campagna S., Watanabe M., and Tanaka Y. J. Am. Chem. Soc. 129 (2007) 10479
93. Fang Y.-Q., Polson M.I.J., and Hanan G.S. Inorg. Chem. 42 (2003) 5
94. Johansson K.O., Lotoski J.A., Tong C., and Hanan G.S. Chem. Commun. (2000) 819
95. Wang J., Hanan G.S., Loiseau F., and Campagna S. Inorg. Chem. 44 (2005) 5
96. Dietzek B., Kiefer W., Blumhoff J., Bottcher L., Rau S., Walther D., Uhlemann U., Schmitt M., and Popp J. Chem. Eur. J. 12 (2006) 5105
97. Lee S.J., Luman C.R., Castellano F.N., and Lin W. Chem. Commun. (2003) 2124
98. de Wolf P., Waywell P., Hanson M., Heath S.L., Meijer A.J.H.M., Teat S.J., and Thomas J.A. Chem. Eur. J. 12 (2006) 2188
99. Wuerthner F. Pure Appl. Chem. 78 (2006) 2341
100. You C.-C., and Wuerthner F. J. Am. Chem. Soc. 125 (2003) 9716
101. Wuerthner F., and Sautter A. Org. Biomol. Chem. 1 (2003) 240
102. Sautter A., Kaletas B.K., Schmid D.G., Dobrawa R., Zimine M., Jung G., Van Stokkum I.H.M., De Cola L., Williams R.M., and Wuerthner F. J. Am. Chem. Soc. 127 (2005) 6719
103. Sautter A., Schmid D.G., Jung G., and Wuerthner F. J. Am. Chem. Soc. 123 (2001) 5424
104. Schmid D.G., Jung G., Wuerthner F., Sautter A., Schmid D.G., and Weber P.J.A. Chem. Eur. J. 7 (2001) 894
105. Slone R.V., Yoon D.I., Calhoun R.M., and Hupp J.T. J. Am. Chem. Soc. 117 (1995) 11813
106. Schmittel M., Kalsani V., Fenske D., and Wiegrefe A. Chem. Commun. (2004) 490
107. Schmittel M., Ammon H., Kalsani V., Wiegrefe A., and Michel C. Chem. Commun. (2002) 2566
108. Kalsani V., Ammon H., Jackel F., Rabe J.P., and Schmittel M. Chem. Eur. J. 10 (2004) 5481
109. See for example:
110. Feazell R.P., Carson C.E., and Klausmeyer K.K. Eur. J. Inorg. Chem. (2005) 3287
111. Fournier E., Decken A., and Harvey P.D. Eur. J. Inorg. Chem. (2004) 4420
112. Valencia L., Bastida R., Macias A., Vicente M., and Perez-Lourido P. New J. Chem. 29 (2005) 424
113. Wang C.-C., Yang C.-H., Tseng S.-M., Lin S.-Y., Wu T.-Y., Fuh M.-R., Lee G.-H., Wong K.-T., Chen R.-T., Cheng Y.-M., and Chou P.-T. Inorg. Chem. 43 (2004) 4781
114. Fei B.-L., Sun W.-Y., Okamura T.-A., Tang W.-X., and Ueyama N. New J. Chem. 25 (2001) 210
115. Wu H.-C., Thanasekaran P., Tsai C.-H., Wu J.-Y., Huang S.-M., Wen Y.-S., and Lu K.-L. Inorg. Chem. 45 (2006) 295
116. Hannon M.J., Painting C.L., Jackson A., Hamblin J., and Errington W. Chem. Commun. (1997) 1807
117. Hanan G.S., Volkmer D., and Lehn J.-M. Can. J. Chem. 82 (2004) 1428-1434
118. Hanan G.S., Volkmer D., Schubert U.S., Lehn J.-M., Baum G., and Fenske D. Angew. Chem. Int. Ed. Engl. 36 (1997) 1842
119. Waldmann O., Hassmann J., Muller P., Hanan G.S., Volkmer D., Schubert U.S., and Lehn J.-M. Phys. Rev. Lett. 78 (1997) 3390
120. Hanan G.S., Schubert U.S., Volkmer D., Rivière E., Lehn J.-M., Kyritsakas N., and Fischer J. J. Can. J. Chem. 75 (1997) 169
121. Stadler A.M., Puntoriero F., Campagna S., Kyritsakas N., Welter R., and Lehn J.-M. Chem. Eur. J. 11 (2005) 3997
122. Breuning E., Hanan G.S., Romero-Salguerro F.J., Barcia A.M., Baxter P.N.W., Lehn J.-M., Wegelius E., Rissanen K., Nierengarten H., and Van Dorsselaer A. Chem. Eur. J. 8 (2002) 3458
123. Bassani D., Lehn J.-M., Serroni S., Puntoriero F., and Campagna S. Chem. Eur. J. 9 (2003) 5936
124. Serroni S., Campagna S., Nascone R.P., Hanan G.S., Davidson G.J.E., and Lehn J.-M. Chem. Eur. J. 5 (1999) 3523
125. Baudin H.B., Davidson J., Serroni S., Juris A., Balzani V., Campagna S., and Hammarstrom L. J. Phys. Chem. A 106 (2002) 4312
126. Damrauer N.H., Cerullo G., Yeh A., Boussie T.R., Shank C.V., and McCusker J.K. Science 275 (1997) 54
127. Zhang J., Xiong R.-G., Chen X.-T., Xue Z., Peng S.-M., and You X.-Z. Organometallics 21 (2002) 235
128. Rojo J., Romero-Salguero F.J., Lehn J.-M., Baum G., and Fenske D. Eur. J. Inorg. Chem. (1999) 1421
129. Schiavo S.L., Serroni S., Puntoriero F., Tresoldi G., and Piraino P. Eur. J. Inorg. Chem. (2002) 79
130. Slone R.V., and Hupp J.T. Inorg. Chem. 36 (1997) 5422
131. Hupp J.T. Struct. Bond. 121 (2006) 145-165 and references therein
132. Slone R.V., Benkstein K.D., Belanger S., Hupp J.T., Guzei I.A., and Rheingold A.L. Coord. Chem. Rev. 171 (1998) 221
133. Wong H.L., Lam L.S.M., Cheng K.W., Man K.Y.K., Chan W.K., Kwong C.Y., and Djurisic A.B. Appl. Phys. Lett. 84 (2004) 2557
134. Thanasekaran P., Liao R.T., Liu Y.H., Rajendran T., Rajagopal S., and Lu K.L. Coord. Chem. Rev. 249 (2005) 1085
135. Belanger S., Hupp J.T., Stern C.L., Slone R.V., Watson D.F., and Carrell T.M. J. Am. Chem. Soc. 121 (1999) 557
136. Sun S.-S., and Lees A.J. Inorg. Chem. 38 (1999) 4181
137. Sun S.-S., and Lees A.J. J. Am. Chem. Soc. 122 (2000) 8956
138. Sun S.-S., Anspach J.A., Lees A.J., and Zavalij P.Y. Organometallics 21 (2002) 685
139. Sun S.-S., and Lees A.J. Organometallics 21 (2002) 39
140. Tzeng B.-C., Chen Y.-F., Hu C.-C., Chang Y.-T., and Chen C.-K. New J. Chem. 31 (2007) 202
141. Rajendran T., Manimaran B., Liao R.-T., Lin R.-J., Thanasekaran P., Lee G.-H., Peng S.-M., Liu Y.-H., Chang I.-J., Rajagopal S., and Lu K.-L. Inorg. Chem. 42 (2003) 6388
142. Lee S.J., and Lin W. J. Am. Chem. Soc. 124 (2002) 4554
143. Slone R.V., Hupp J.T., Stern C.L., and Albrecht-Schmitt T.E. Inorg. Chem. 35 (1996) 4096
144. Puddephatt R.J. Coord. Chem. Rev. 216/217 (2001) 313
145. Hunks W.J., MacDonald M.-A., Jennings M.C., and Puddephatt R.J. Organometallics 19 (2000) 5063
146. Lin R., Yip J.H.-K., Zhang Ke., Koh L.L., Wong K.-Y., and Ho K.P. J. Am. Chem. Soc. 126 (2004) 15852
147. Brandys M.-C., Jennings M.C., and Puddephatt R.J. Dalton (2000) 4601
148. Hwang S.-H., Moorefield C.N., Fronczek F.R., Lukoyanova O., Echegoyen L., and Newkome G.R. Chem. Commun. (2005) 713
149. Hwang S.-H., Wang P., Moorefield C.N., Godinez L.A., Manriquez J., Bustos E., and Newkome G.R. Chem. Commun. (2005) 4672
150. Hwang S.-H., Moorefield C.N., Wang P., Fronczek F.R., Courtrey B.H., and Newkome G.R. Dalton Trans. (2006) 3518
151. Hwang S.-H., Moorefield C.N., Wang P., Kim J.-Y., Lee S.-W., and Newkome G.R. Inorg. Chim. Acta 360 (2007) 1780
152. Hasenknopf B., Lehn J.-M., Boumediene N., Leize E., and Van Dorsselaer A. Angew. Chem. Int. Ed. 37 (1998) 3265
153. Hasenknopf B., Lehn J.-M., Boumediene N., Dupont-Gervais A., Van Dorsselaer A., Kneisel B., and Fenske D. J. Am. Chem. Soc. 119 (1997) 10956
154. Molnar S.M., Nallas G.N.A., Bridgewater J.S., and Brewer K.J. J. Am. Chem. Soc. 116 (1994) 5206
155. Konduri R., Ye H., MacDonnell F.M., Serroni S., Campagna S., and Rajeshwar K. Angew. Chem. 41 (2002) 3185
156. Watson D.F., Wilson J.L., and Bocarsly A.B. Inorg. Chem. 41 (2002) 2408
157. Elvington M., and Brewer K.J. Inorg. Chem. 45 (2006) 5242
158. M. Elvington, K.J. Brewer, PCT Intl. Appl., 2006, IPN WO 2006/060039.
159. Balzani V., Juris A., Venturi M., Campagna S., and Serroni S. Chem. Rev. 96 (1996) 759
160. Sauvage J.-P., Collin J.-P., Chambron J.-C., Guillerez S., and Coudret C. Chem. Rev. 94 (1994) 993
161. Chen P., and Meyer T.J. Chem. Rev. 98 (1998) 1439
162. Sun S.-S., and Lees A. Inorg. Chem. 40 (2001) 3154
163. Splan K.E., Massari A.M., Morris G.A., Sun S.-S., Reina E., Nguyen S.T., and Hupp J.T. Eur. J. Inorg. Chem. (2003) 2348
164. Manimaran B., Thanasekaran P., Rajendran T., Liao R.-T., Liu Y.-H., Lee G.-H., Peng S.-M., Rajagopal S., and Lu K.-L. Inorg. Chem. 42 (2003) 4795
165. Al-Rasbi N.K., Sabatini C., Barigelletti F., and Ward M.D. Dalton Trans. (2006) 4769