Synthesis and characterization of β-pyrrolic functionalized porphyrins as sensitizers for dye-sensitized solar cells

Tetrahedron Letters

Volumn 54, Issue 19, 2013, Pages 2435-2439

  Sirithip, Kanokkorn ^a   Morada, Somphob ^a   Namuangruk, Supawadee ^b   Keawin, Tinnagon ^a   Jungsuttiwong, Siriporn ^a   Sudyoadsuk, Taweesak ^a   Promarak, Vinich ^c  

^a UBON RATCHATHANI UNIVERSITY   (Thailand)

^b NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY   (Thailand)

^c SURANAREE UNIVERSITY OF TECHNOLOGY   (Thailand)

Author keywords

Pyrrolic position; Donor acceptor; Dye sensitized solar cell; Porphyrin; Thiophene

Indexed keywords

BETA PYRROLIC PORPHYRIN; DYE; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG;

ABSORPTION SPECTROSCOPY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CYCLIC POTENTIOMETRY; ELECTRICAL EQUIPMENT; ELECTRON; KNOEVENAGEL CONDENSATION; MASS SPECTROMETRY; OXIDATION REDUCTION POTENTIAL; QUANTUM CHEMISTRY; SENSITIZATION; SOLAR CELL; SYNTHESIS; THERMOGRAVIMETRY;

EID: 84875941328     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.03.037     Document Type: Article

References (34)

1. M. Grätzel Nature 414 2001 338 344
2. Z. Ning, Y. Fu, and H. Tian Energ. Environ. Sci. 3 2010 1170 1181
3. F. Gao, Y. Wang, J. Zhang, D. Shi, M. Wang, R.H. Baker, P. Wang, S.M. Zakeeruddin, and M. Grätzel Chem. Commun. 2008 2635 2637
4. M. Green, K. Emery, Y. Hishikawa, and W. Warta Prog. Photovoltaic Res. Appl. 19 2011 84 92
5. K.-J. Jiang, N. Masaki, J. Xia, S. Noda, and S. Yanagida Chem. Commun. 2006 2460 2462
6. C.-Y. Chen, J.-G. Chen, S.-J. Wu, J.-Y. Li, C.-G. Wu, and K.-C. Ho Angew. Chem., Int. Ed. 47 2008 7342 7345
7. Y. Ooyama, and Y. Harima Eur. J. Org. Chem. 2009 2903 2934
8. A. Mishra, M.K.R. Fischer, and P. Bäuerle Angew. Chem., Int. Ed. 48 2009 2474 2499
9. W. Zeng, Y. Cao, Y. Bai, Y. Wang, Y. Shi, and P. Wang Chem. Mater. 22 2010 1915 1925
10. X. Cheng, S. Sun, M. Liang, Y. Shi, Z. Sun, and S. Xue Dyes Pigm. 92 2012 1292 1299
11. J.N. Clifford, M. Planells, and E. Palomares J. Mater. Chem. 22 2012 24195 24201
12. A. Yella, H.-W. Lee, H.N. Tsao, C. Yi, A.K. Chandiran, Md.K. Nazeeruddin, E.W.-G. Diau, C.-Y. Yeh, S.M. Zakeeruddin, and M. Grätzel Science 334 2011 629 634
13. S. Rai, and M. Ravikan Tetrahedron 63 2007 2455 2465
14. W.M. Campbell, A.K. Burrell, D.L. Officer, and K.W. Jolley Coord. Chem. Rev. 248 2004 1363 1379
15. J. Rochford, D. Chu, A. Hagfeldt, and E. Galoppini J. Am. Chem. Soc. 129 2007 4655 4665
16. M. Gervaldo, F. Fungo, E.N. Durantini, J.J. Silber, L. Sereno, and L. Otero J. Phys. Chem. B 109 2005 20953 20962
17. K.D. Seo, M.J. Lee, H.M. Song, H.S. Kang, and H.K. Kim Dyes Pigm. 94 2012 143 149
18. A.J. Mozer, P. Wagner, D.L. Officer, G.G. Wallace, W.M. Campbell, M. Miyashita, K. Sunahara, and S. Mori Chem. Commun. 2008 4741 4743
19. J.K. Park, H.R. Lee, J. Chen, H. Shinokubo, A. Osuka, and D. Kim J. Phys. Chem. C 112 2008 16691 16699
20. A.W.I. Stephenson, P. Wagner, A.C. Partridge, K.W. Jolley, V.V. Filichev, and D.L. Officer Tetrahedron Lett. 49 2008 5632 5635
21. W. Zhou, B. Zhao, P. Shen, S. Jiang, H. Huang, L. Deng, and S. Tan Dyes Pigm. 91 2011 404 412
22. W. Zhou, Z. Cao, S. Jiang, H. Huang, L. Deng, Y. Liu, P. Shen, B. Zhao, S. Tan, and X. Zhang Org. Electron. 13 2012 560 569
23. S. Eu, S. Hayashi, T. Umeyama, Y. Matano, Y. Araki, and H. Imahori J. Phys. Chem. C 112 2008 4396 4405
24. J.K. Park, J. Chen, H.R. Lee, S.W. Park, H. Shinokubo, A. Osuka, and D. Kim J. Phys. Chem. C 113 2009 21956 21963
25. A.J. Mozer, M.J. Griffith, G. Tsekouras, P. Wagner, G.G. Wallace, S. Mori, K. Sunahara, M. Miyashita, J.C. Earles, K.C. Gordon, L. Du, R. Katoh, A. Furube, and D.L. Officer J. Am. Chem. Soc. 131 2009 15621 15623
26. C.-Y. Lin, C.-F. Lo, L. Luo, H.-P. Lu, C.-S. Hung, and E.W.-G. Diau J. Phys. Chem. C 113 2009 755 764
27. X.-F. Wang, O. Kitao, H. Zhou, H. Tamiaki, and S. Sasaki J. Phys. Chem. C 113 2009 7954 7961
28. X.-F. Wang, O. Kitao, H. Zhou, H. Tamiaki, and S. Sasaki Chem. Commun. 2009 1523 1525
29. V. Promarak, and P.L. Burn J. Chem. Soc., Perkin Trans. 1 2001 14 20
30. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery Jr., J. A.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; 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.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, Ö.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian, Inc.: Wallingford, CT, 2009.
31. R.F. Fink, J. Seibt, V. Engel, M. Renz, M. Kaupp, S. Lochbrunner, H.M. Zhao, J. Pfister, F. Wurthner, and B. Engels J. Am. Chem. Soc. 130 2008 12858 12859
32. Y. Tachinaba, S.A. Haque, I.P. Mercer, J.R. Durrant, and D.R. Klug J. Phys. Chem. B 104 2000 1198 1205
33. K.R.J. Thomas, Y.C. Hsu, J.T. Lin, K.M. Lee, K.C. Ho, C.H. Lai, Y.M. Cheng, and P.T. Chou Chem. Mater. 20 2008 1830 1840
34. M. Lu, M. Liang, H.-Y. Han, Z. Sun, and S. Xue J. Phys. Chem. C 115 2011 274 281