Zn II and Pb II coordination chemistry of 2,6-bis(1,2,3-triazol-4-yl)pyridine (clickate) and the metal ion-dependent emission of clickate-appended anthracene

Supramolecular Chemistry

Volumn 24, Issue 9, 2012, Pages 696-706

  Younes, Ali H ^a   Clark, Ronald J ^a   Zhu, Lei ^a  

^a FLORIDA STATE UNIVERSITY   (United States)

Author keywords

anthracene emission; clickate; isothermal titration calorimetry; photoinduced electron transfer; zinc; zincate

Indexed keywords

EID: 84867384846     PISSN: 10610278     EISSN: 10290478     Source Type: Journal    
DOI: 10.1080/10610278.2012.695790     Document Type: Article

References (60)

1. Ghosh, A.K.; Mathivanan, P.; Cappiello, J. Tetrahedron: Asymmetry 1998, 9, 1-45.
2. Johnson, J.S.; Evans, D.A. Acc. Chem. Res. 2000, 33, 325-335.
3. Hofmeier, H.; Schubert, U.S. Chem. Soc. Rev. 2004, 33, 373-399.
4. Schubert, U.S.; Hofmeier, H.; Newkome, G.R.; Modern Terpyridine Chemistry; Wiley-VCH: Weinheim, 2006.
5. Goodwin, H.A. Top. Curr. Chem. 2004, 233, 59-90.
6. Sato, O.; Tao, J.; Zhang, Y.-Z. Angew. Chem. Int. Ed. 2007, 46, 2152-2187.
7. Balzani, V.; Juris, A.; Venturi, M.; Campagna, S.; Serroni, S. Chem. Rev. 1996, 96, 759-833.
8. Kalyanasundaram, K.; Gratzel, M. Coord. Chem. Rev. 1998, 77, 347-414.
9. Meyer, T.J.; Huynh, M.H.V. Inorg. Chem. 2003, 42, 8140-8160.
10. Tornøe, C.W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057-3064.
11. Rostovtsev, V.V.; Green, L.G.; Fokin, V.V.; Sharpless, K.B. Angew. Chem. Int. Ed. 2002, 41, 2596-2599.
12. Struthers, H.; Mindt, T.L.; Schibli, R. Dalton Trans. 2010, 39, 675-696.
13. Li, Y.; Huffmana, J.C.; Flood, A.H. Chem. Commun. 2007, 2692-2694.
14. Meudtner, R.M.; Ostermeier, M.; Goddard, R.; Limberg, C.; Hecht, S. Chem. Eur. J. 2007, 13, 9834-9840.
15. Constable, E.C. Chem. Soc. Rev. 2007, 36, 246-253.
16. Fletcher, J.T.; Bumgarner, B.J.; Engels, N.D.; Skoglund, D.A. Organometallics 2008, 27, 5430-5433, Other examples include Refs #17-20.
17. Schulze, B.; Friebe, C.; Hager, M.D.; Winter, A.; Hoogenboom, R.; Gö rls, H.; Schubert, U.S. Dalton Trans. 2009, 787-794.
18. Brunet, E.; Juanesa, O.; Jiméneza, L.; Rodŕguez-Ubis, J.C. Tetrahedron Lett. 2009, 50, 5361-5363.
19. Crowley, J.D.; Bandeen, P.H.; Hanton, L.R. Polyhedron 2010, 29, 70-83.
20. Ostermeier, M.; Berlin, M.-A.; Meudtner, R.M.; Demeshko, S.; Meyer, F.; Limberg, C.; Hecht, S. Chem. Eur. J. 2010, 16, 10202-10213.
21. Wandell, R.J.; Younes, A.H.; Zhu, L. New J. Chem. 2010, 34, 2176-2182.
22. Younes, A.H.; Zhang, L.; Clark, R.J.; Davidson, M.W.; Zhu, L. Org. Biomol. Chem. 2010, 8, 5431-5441.
23. Sreenath, K.; Allen, J.R.; Davidson, M.W.; Zhu, L. Chem. Commun. 2011, 47, 11730-11732.
24. Vallee, B.L.; Falchuk, K.H. Physiol. Rev. 1993, 73, 79-119.
25. Berg, J.M.; Shi, Y. Science 1996, 271, 1081-1085.
26. Huang, S.; Clark, R.J.; Zhu, L. Org. Lett. 2007, 9, 4999-5002.
27. Brotherton, W.S.; Michaels, H.A.; Simmons, J.T.; Clark, R.J.; Dalal, N.S.; Zhu, L. Org. Lett. 2009, 11, 4954-4957.
28. Kuang, G.-C.; Michaels, H.A.; Simmons, J.T.; Clark, R.J.; Zhu, L. J. Org. Chem. 2010, 75, 6540-6548.
29. Brotherton, W.S.; Guha, P.M.; Hoa, P.; Clark, R.J.; Shatruk, M.; Zhu, L. Dalton Trans. 2011, 40, 3655-3665.
30. Guha, P.M.; Phan, H.; Kinyon, J.S.; Brotherton, W.S.; Sreenath, K.; Simmons, J.T.; Wang, Z.; Clark, R.J.; Dalal, N.S.; Shatruk, M.; Zhu, L. Inorg. Chem. 2012, 51, 3465-3477.
31. Michaels, H.A.; Murphy, C.S.; Clark, R.J.; Davidson, M.W.; Zhu, L. Inorg. Chem. 2010, 49, 4278-4287.
32. Ballesteros-Garrido, R.; Abarca, B.; Ballesteros, R.; de Arellano, C.R.; Leroux, F.R.; Colobert, F.; Garća-España, E. New J. Chem. 2009, 33, 2102-2106.
33. Maity, D.; Govindaraju, T. Chem. Commun. 2010, 46, 4499-4501.
34. Shin, Y.; Fryxell, G.E. Chem. Mater. 2008, 20, 981-986.
35. Schweinfurth, D.; Hardcastle, K.; Bunz, U. Chem. Commun. 2008, 19, 2203-2205.
36. Chandrasekhar, N.; Chandrasekhar, R. J. Org. Chem. 2010, 75, 4852-4855.
37. Boulay, A.; Seridi, A.; Zedde, C.; Ladeira, S.; Picard, C.; Maron, L.; Benoist, E. Eur J. Inorg. Chem. 2010, 5058-5062.
38. Corbridge, D.E.C.; Cox, E.G. J. Chem. Soc. 1956, 594-603.
39. Einstein, F.W.B.; Penfold, B.R. Acta Crystallogr. 1966, 20, 924-926.
40. Buckingham, D.A.; Clark, C.R.; Rogers, A.J.; Simpson, J. Inorg. Chem. 1995, 34, 3646-3657.
41. Ma, Y.; Reardon, D.; Gambarotta, S.; Yap, G. Organometallics 1999, 18, 2773-2781.
42. Lin, T.; Gasperov, V.; Smith, K.J.; Tong, C.C.; Tasker, P.A. Dalton Trans. 2010, 39, 9760-9762.
43. Roe, R.R.; Pang, Y.-P. J. Mol. Model. 1999, 5, 134-140.
44. Danielraj, P.; Varghese, B.; Sankararaman, S. Acta Crystallogr. 2010, C66, m366-m3706.
45. Huang, C.Y. Methods Enzymol. 1982, 87, 509-525.
46. Zhang, L.; Zhu, L. J. Org. Chem. 2008, 73, 8321-8330.
47. Younes, A.H.; Zhang, L.; Clark, R.J.; Zhu, L. J. Org. Chem. 2009, 74, 8761-8772.
48. Dobrawa, R.; Lysetska, M.; Ballester, P.; Grüne, M.; Würthner, F. Macromolecules 2005, 38, 1315-1325.
49. ITC Data Analysis in Originw Tutorial Guide. MicroCalw.
50. Sessler, J.L.; Gross, D.E.; Cho, W.-S.; Lynch, V.M.; Schmidtchen, F.P.; Bates, G.W.; Light, M.E.; Gale, P.A. J. Am. Chem. Soc. 2006, 128, 12281-12288.
51. Hancock, R.D.; Martell, A.E. Chem. Rev. 1989, 89, 1875-1914.
52. Garcia, A.M.; Romero-Salguero, F.J.; Bassani, D.M.; Lehn, J.-M.; Baum, G.; Fenske, D. Chem. Eur. J. 1999, 5, 1803-1808.
53. Hargrove, A.E.; Zhong, Z.; Sessler, J.L.; Anslyn, E.V. New J. Chem. 2010, 34, 348-354.
54. Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Scuseria, G.E.; Robb, M.A.; Cheeseman, J.R.; Montgomery, Jr., J.A.; Vreven, T.; Kudin, K.N.; Burant, J.C.; Millam, J.M.; Iyengar, S.S.; Tomasi, J.; Barone, V.;Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G.A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J.E.; Hratchian, H.P.; Cross, J.B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R.E.; Yazyev, O.; Austin, A.J.; Cammi, R.; Pomelli, C.; Ochterski, J.W.; Ayala, P.Y.; Morokuma, K.; Voth, G.A.; Salvador, P.; Dannenberg, J.J.; Zakrzewski, V.G.; Dapprich, S.; Daniels, A.D.; Strain, M.C.; Farkas, O.; Malick, D.K.; Rabuck, A.D.; Raghavachari, K.; Foresman, J.B.; Ortiz, J.V.; Cui, Q.; Baboul, A.G.; Clifford, S.; Cioslowski, J.; Stefanov, B.B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R.L.; Fox, D.J.; Keith, T.; Al-Laham, M.A.; Peng, C.Y.; Nanayakkara, A.; Challacombe, M.; Gill, P.M.W.; Johnson, B.; Chen, W.; Wong, M.W.; Gonzalez, C.; Pople, J.A. Gaussian 03, Revision C.02; Gaussian, Inc. Wallingford, CT, 2004.
55. Schweinfurth, D.; Pattacini, R.; Strobel, S.; Sarkar, S. Dalton Trans. 2009, 9291-9297.
56. Rehm, D.; Weller, A. Isr. J. Chem. 1970, 8, 259-271.
57. Zhu, L.; Zhang, L.; Younes, A.H. Supramol. Chem. 2009, 21, 268-283.
58. de Silva, A.P.; de Silva, S.A.; Dissanayake, A.S.; Sandanayake, K.R.A.S. J. Chem. Soc. Chem. Commun. 1989, 1054-1056.
59. de Silva, A.P.; Gunaratne, H.Q.N.; Lynch, P.L.M. J. Chem. Soc. Perkin Trans. 2 1995, 685-690.
60. Bergamini, G.; Boselli, L.; Ceroni, P.; Manca, P.; Sanna, G.; Pilo, M. Eur J. Inorg. Chem. 2011, 4590-4595.