Phosphonate appended porphyrins as versatile chemosensors for selective detection of trinitrotoluene

Analytical Chemistry

Volumn 87, Issue 8, 2015, Pages 4515-4522

  Venkatramaiah, N ^a,b   Pereira, Carla F ^a,b   Mendes, Ricardo F ^b   Paz, Filipe A Almeida ^b   Tomé, Joäo P C ^a,c  

^a UNIVERSITY OF AVEIRO   (Portugal)

^b UNIVERSITY OF AVEIRO   (Portugal)

^c GHENT UNIVERSITY   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

AGGLOMERATION; AROMATIC COMPOUNDS; CHEMICAL BONDS; DENSITY FUNCTIONAL THEORY; DOPING (ADDITIVES); ESTERS; FLUORESCENCE; FUNCTIONAL GROUPS; HYDROGEN; HYDROGEN BONDS; MOLECULAR ORBITALS; POLYMER FILMS; PORPHYRINS; SINGLE CRYSTALS;

DONOR-ACCEPTOR INTERACTION; FLUORESCENCE BEHAVIORS; INTERMOLECULAR HYDROGEN BONDING; LOWEST UNOCCUPIED MOLECULAR ORBITAL; NITROAROMATIC COMPOUND; PHOTO-INDUCED ELECTRON TRANSFER; PORPHYRIN DERIVATIVES; STACKING INTERACTION;

EXPLOSIVES DETECTION;

EID: 84928485230     PISSN: 00032700     EISSN: 15206882     Source Type: Journal    
DOI: 10.1021/acs.analchem.5b00772     Document Type: Article

References (39)

1. Yang, J. S.; Swager, T. M. J. Am. Chem. Soc. 1998, 120, 11864-11873
2. Yinon, J. Anal. Chem. 2003, 75, 98A-105A
3. Lachance, B.; Robidoux, P.; Hawari, J.; Ampleman, G.; Thiboutot, S.; Sunahara, G. Mutat. Res., Genet. Toxicol. Environ. Mutagen. 1999, 444, 25-39
4. Harper, R. J.; Almirall, J. R.; Furton, K. G. Talanta 2005, 67, 313-327
5. Sohn, H.; Calhoun, R. M.; Sailor, M. J.; Trogler, W. C. Angew. Chem., Int. Ed. 2001, 40, 2104-2105
6. Sohn, H.; Sailor, M. J.; Magde, D.; Trogler, W.C. J. Am. Chem. Soc. 2003, 125, 3821-3830
7. Thomas, S. W., III; Joly, G. D.; Swager, T. M. Chem. Rev. 2007, 107, 1339-1386
8. Salinas, Y.; Martínez-Mánez, R.; Marcos, M. D.; Sancenón, F.; Costero, A. M.; Parra, M.; Gil, S. Chem. Soc. Rev. 2012, 41, 1261-1296
9. Sanchez, J. C.; Trogler, W. C. J. Mater. Chem. 2008, 18, 3143-3156
10. Taudte, R. V.; Beavis, A.; Wilde, L. W.; Roux, C.; Doble, P.; Blanes, L. A. Lab Chip 2013, 13, 4164-4172
11. Kadish, K. M.; Smith, K. M.; Guilard, R. In The Porphyrin Handbook; Kadish, K. M.; Van Caemelbecke, E.; Royal, R., Eds.; Academic Press: New York, 2000; Vol. 8, pp 1-114.
12. Rakow, N. A.; Suslick, K. S. Nature 2000, 406, 710-714
13. Rakow, N. A.; Sen, A.; Janzen, M. C.; Ponder, J. B.; Suslick, K. S. Angew. Chem., Int. Ed. 2005, 44, 4528-4532
14. Gao, D. M.; Wang, Z. Y.; Liu, B. H.; Ni, L.; Wu, M. H.; Zhang, Z. P. Anal. Chem. 2008, 80, 8545-8553
15. Tao, S. Y.; Yin, J. X.; Li, G. T. J. Mater. Chem. 2008, 18, 4872-4878
16. Yang, Y.; Wang, H.; Su, K.; Long, Y.; Peng, Z.; Li, N.; Liu, F. J. Mater. Chem. 2011, 21, 11895-11900
17. Lu, X.; Quan, Y.; Xue, Z.; Wu, B.; Qi, H.; Liu, D. Colloids Surf., B 2011, 88, 396-401
18. Murray, G. M.; Arnold, B. M.; Lawrence, D. S. U.S. Patent Appl., 2001077664, 2001.
19. Chandrashekar, T. K.; Krishnan, V. Inorg. Chem. 1981, 20, 2782-2786
20. Rana, A.; Panda, P. K. RSC Adv. 2012, 2, 12164-12168
21. Nandre, K. P.; Bhosale, S. V.; Rama Krishna, K. V. S.; Gupta, A.; Bhosale, S. V. Chem. Commun. 2013, 49, 5444-5446
22. Venkatramaiah, N.; Firmino, A. D. G.; Almeida Paz, F. A.; Tomé, J. P. C. Chem. Commun. 2014, 50, 9683-9686
23. Venkatramaiah, N.; Rocha, D. M. G. C; Srikanth, P.; Almeida Paz, F. A.; Tomé, J. P. C. J. Mater. Chem. C 2015, 3, 1056-1067
24. Adler, A. D.; Longo, F. R.; Finarelli, J. D.; Goldmacher, A.; Assour, J.; Korsakoff, L. J. Org. Chem. 1967, 32, 476-476
25. Gonsalves, M. D. R.; Varejäo, J. M. T. B.; Pereira, M. M. J. Heterocycl. Chem. 1991, 28, 635-640
26. Hirao, T.; Masunaga, T.; Ohshiro, Y.; Agawa, T. Synthesis 1981, 56-57
27. Kubat, P.; Lang, K.; Anzenbacher, P., Jr. Biochim. Biophys. Acta 2004, 1670, 40-48
28. 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
29. Toal, S. J.; Trogler, W. C. J. Mater. Chem. 2006, 16, 2871-2883
30. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Gaussian 03, revision C.02; Gaussian, Inc.: Wallingford, CT, 2004.
31. Rabinowitz, R. J. Org. Chem. 1963, 28, 2975-2978
32. Weng, Y.-Q.; Yue, F.; Zhong, Y.-R.; Ye, B.-H. Inorg. Chem. 2007, 46, 7749-7755
33. Kadish, K. M.; Chen, P.; Enakieva, Y. Y.; Nefedov, S. E.; Gorbunova, Y. G.; Tsivadze, A. Y.; Lemeune, A. B.; Stern, C.; Guilard, R. J. Electroanal. Chem. 2011, 656, 61-71
34. Fang, Y.; Bhyrappa, P.; Ou, Z.; Kadish, K. M. Chem.-Eur. J. 2014, 20, 524-532
35. Anzenbacher, P., Jr.; Mosca, L.; Palacios, M.; Zyryanov, G. V.; Koutnik, P. Chem.-Eur. J. 2012, 18, 12712-12718
36. Venkatramaiah, N.; Rama Krishna, B.; Venkatesan, R.; Almeida Paz, F. A.; Tomé, J. P. C. New J. Chem. 2013, 37, 3745-3754
37. Venkatramaiah, N.; Kumar, S.; Patil, S. Chem. Commun. 2012, 48, 5007-5009
38. Venkatramaiah, N.; Kumar, S.; Patil, S. Chem.-Eur. J. 2012, 12, 14745-14751
39. Kumar, S.; Venkatramaiah, N.; Patil, S. J. Phys. Chem. C 2013, 117, 7236-7245