Supramolecular control of phthalocyanine dye aggregation

Supramolecular Chemistry

Volumn 26, Issue 9, 2014, Pages 642-647

  Pais, Vânia F ^a   Carvalho, Eliana F A ^b   Tome, Joao P C ^b,c   Pischel, Uwe ^a  

^a UNIVERSITY OF HUELVA   (Spain)

^b UNIVERSITY OF AVEIRO   (Portugal)

^c GHENT UNIVERSITY   (Belgium)

Author keywords

cucurbituril; dye aggregation; Fluorescence; host guest chemistry; phthalocyanines

Indexed keywords

EID: 84908377603     PISSN: 10610278     EISSN: 10290478     Source Type: Journal    
DOI: 10.1080/10610278.2014.926011     Document Type: Article

References (48)

1. Lagona, J.; Mukhopadhyay, P.; Chakrabarti, S.; Isaacs, L. Angew. Chem. Int. Ed. 2005, 44, 4844-4870.
2. Masson, E.; Ling, X.; Joseph, R.; Kyeremeh-Mensah, L.; Lu, X. RSC Adv. 2012, 2, 1213-1247.
3. Liu, S.; Ruspic, C.; Mukhopadhyay, P.; Chakrabarti, S.; Zavalij, P.Y.; Isaacs, L. J. Am. Chem. Soc. 2005, 127, 15959-15967.
4. Nau, W.M.; Florea, M.; Assaf, K.I. Isr. J. Chem. 2011, 51, 559-577.
5. Biedermann, F.; Uzunova, V.D.; Scherman, O.A.; Nau, W.M.; De Simone, A. J. Am. Chem. Soc. 2012, 134, 15318-15323
6. Cao, L.; Šekutor, M.; Zavalij, P.Y.; Mlinarić-Majerski, K.; Glaser, R.; Isaacs, L. Angew. Chem. Int. Ed. 2014, 53, 988-993.
7. Moghaddam, S.; Yang, C.; Rekharsky, M.; Ko, Y.H.; Kim, K.; Inoue, Y.; Gilson, M.K. J. Am. Chem. Soc. 2011, 133, 3570-3581.
8. Dsouza, R.N.; Pischel, U.; Nau, W.M. Chem. Rev. 2011, 111, 7941-7980.
9. Rekharsky, M.V.; Mori, T.; Yang, C.; Ko, Y.H.; Selvapalam, N.; Kim, H.; Sobransingh, D.; Kaifer, A.E.; Liu, S.; Isaacs, L.; Chen, W.; Moghaddam, S.; Gilson, M.K.; Kim, K.; Inoue, Y. Proc. Nat. Acad. Sci. USA 2007, 104, 20737-20742.
10. Lee, D.-W.; Park, K.M.; Banerjee, M.; Ha, S.H.; Lee, T.; Suh, K.; Paul, S.; Jung, H.; Kim, J.; Selvapalam, N.; Ryu, S.H.; Kim, K. Nat. Chem. 2011, 3, 154-159.
11. Chinai, J.M.; Taylor, A.B.; Ryno, L.M.; Hargreaves, N.D.; Morris, C.A.; Hart, P.J.; Urbach, A.R. J. Am. Chem. Soc. 2011, 133, 8810-8813.
12. Hennig, A.; Bakirci, H.; Nau, W.M. Nat. Methods 2007, 4, 629-632
13. Ma, D.; Zhang, B.; Hoffmann, U.; Grosse Sundrup, M.; Eikermann, M.; Isaacs, L. Angew. Chem. Int. Ed. 2012, 51, 11358-11362.
14. Ma, D.; Hettiarachchi, G.; Nguyen, D.; Zhang, B.; Wittenberg, J.B.; Zavalij, P.Y.; Briken, V.; Isaacs, L. Nat. Chem. 2012, 4, 503-510.
15. Ghosh, I.; Nau, W.M. Adv. Drug Deliv. Rev. 2012, 64, 764-783.
16. Walker, S.; Oun, R.; McInnes, F.J.; Wheate, N.J. Isr. J. Chem. 2011, 51, 616-624.
17. Uzunova, V.D.; Cullinane, C.; Brix, K.; Nau, W.M.; Day, A.I. Org. Biomol. Chem. 2010, 8, 2037-2042.
18. Minami, T.; Esipenko, N.A.; Akdeniz, A.; Zhang, B.; Isaacs, L.; Anzenbacher, Jr, P. J. Am. Chem. Soc. 2013, 135, 15238-15243.
19. Tian, F.; Jiao, D.; Biedermann, F.; Scherman, O.A. Nat. Commun. 2012, 3, 12071-12078.
20. Mohanty, J.; Thakur, N.; Choudhury, S.D.; Barooah, N.; Pal, H.; Bhasikuttan, A.C. J. Phys. Chem. B 2012, 116, 130-135
21. Biedermann, F.; Elmalem, E.; Ghosh, I.; Nau, W.M.; Scherman, O.A. Angew. Chem. Int. Ed. 2012, 51, 7739-7743.
22. Nilsson, J.R.; Parente Carvalho, C.; Li, S.; Da Silva, J.P.; Andreásson, J.; Pischel, U. ChemPhysChem 2012, 13, 3691-3699.
23. Parente Carvalho, C.; Uzunova, V.D.; Da Silva, J.P.; Nau, W.M.; Pischel, U. Chem. Commun. 2011, 47, 8793-8795.
24. Pischel, U.; Uzunova, V.D.; Remón, P.; Nau, W.M. Chem. Commun. 2010, 46, 2635-2637.
25. Pemberton, B.C.; Raghunathan, R.; Volla, S.; Sivaguru, J. Chem. Eur. J. 2012, 18, 12178-12190.
26. Mohanty J., Nau W.M., Angew. Chem. Int. Ed. 2005, 44, 3750-3754.
27. Gadde, S.; Batchelor, E.K.; Weiss, J.P.; Ling, Y.; Kaifer, A.E. J. Am. Chem. Soc. 2008, 130, 17114-17119
28. Liu, K.; Liu, Y.; Yao, Y.; Yuan, H.; Wang, S.; Wang, Z.; Zhang, X. Angew. Chem. Int. Ed. 2013, 52, 8285-8289.
29. Mohanty, J.; Choudhury, S.D.; Upadhyaya, H. P.; Bhasikuttan, A. C.; Pal, H. Chem. Eur. J. 2009, 15, 5215-5219.
30. Makhseed, S.; Machacek, M.; Alfadly, W.; Tuhl, A.; Vinodh, M.; Simunek, T.; Novakova, V.; Kubat, P.; Rudolf, E.; Zimcik, P. Chem. Commun. 2013, 49, 11149-11151.
31. Strassert, C.A.; Bilmes, G.M.; Awruch, J.; Dicelio, L.E. Photochem. Photobiol. Sci. 2008, 7, 738-747.
32. Juzeniene, A.; Peng, Q.; Mohan, J. Photochem. Photobiol. Sci. 2007, 6, 1234-1245.
33. Silva, S.; Pereira, P.M.R.; Silva, P.; Almeida Paz, F.A.; Faustino, M.A.F.; Cavaleiro, J.A.S.; Tomé, J.P.C. Chem. Commun. 2012, 48, 3608-3610.
34. Leng, X.; Choi, C.-F.; Luo, H.-B.; Cheng, Y.-K.; Ng, D.K.P. Org. Lett. 2007, 9, 2497
35. Koval'skaya, N.E.; Kuznetsova, N.A.; Kaliya, O.L.; Gretsova, N.S.; Sokolova, I.V. Opt. Spectrosc. 2000, 89, 724-726
36. Liu, S.; Shukla, A.D.; Gadde, S.; Wagner, B.D.; Kaifer, A.E.; Isaacs, L. Angew. Chem. Int. Ed. 2008, 47, 2657-2660.
37. Mohanty, J.; Bhasikuttan, A.C.; Choudhury, S.D.; Pal, H. J. Phys. Chem. B 2008, 112, 10782-10785.
38. Hoffmann, R.; Knoche, W.; Fenn, C.; Buschmann, H.-J. J. Chem. Soc., Faraday Trans. 1994, 90, 1507-1511.
39. Tang, H.; Fuentealba, D.; Ko, Y.H.; Selvapalam, N.; Kim, K.; Bohne, C. J. Am. Chem. Soc. 2011, 133, 20623-20633.
40. Shaikh, M.; Mohanty, J.; Bhasikuttan, A.C.; Uzunova, V.D.; Nau, W.M.; Pal, H. Chem. Commun. 2008, 3681-3683.
41. Megyesi, M.; Biczók, L.; Jablonkai, I. J. Phys. Chem. C 2008, 112, 3410-3416.
42. Shannon, R.D. Acta Cryst. 1976, A32, 751-767.
43. Pereira, J.B.; Carvalho, E.F.A.; Faustino, M.A.F.; Fernandes, R.; Neves, M.G.P.M.S.; Cavaleiro, J.A.S.; Gomes, N.C.M.; Cunha, A.; Almeida, A.; Tomé, J.P.C. Photochem. Photobiol. 2012, 88, 537-547.
44. Marquez, C.; Huang, F.; Nau, W.M. IEEE Trans. Nanobiosci. 2004, 3, 39-45.
45. Durmuş, M.; Nyokong, T. Spectrochim. Acta A 2008, 69, 1170-1177.
46. Bakirci, H.; Zhang, X.; Nau, W.M. J. Org. Chem. 2005, 70, 39-46.
47. Nau, W.M.; Zhang, X. J. Am. Chem. Soc. 1999, 121, 8022-8032.
48. Bailey, D.M.; Hennig, A.; Uzunova, V.D.; Nau, W.M. Chem. Eur. J. 2008, 14, 6069-6077.