메뉴 건너뛰기




Volumn 204, Issue 1, 2009, Pages 32-38

Synthesis, spectroscopic and electrochemical properties of the perylene-tetrathiafulvalene dyads

Author keywords

Electron transfer; Fluorescence spectra; Intramolecular charge transfer; Perylene; TTF

Indexed keywords


EID: 63749133245     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2009.02.016     Document Type: Article
Times cited : (9)

References (36)
  • 1
    • 0035745620 scopus 로고    scopus 로고
    • Synthesis and spectroscopic properties of highly pure perylene fluorescent dyes
    • Icil H., and Arslan E. Synthesis and spectroscopic properties of highly pure perylene fluorescent dyes. Spectrosc. Lett. 34 (2001) 355-363
    • (2001) Spectrosc. Lett. , vol.34 , pp. 355-363
    • Icil, H.1    Arslan, E.2
  • 2
    • 0035744999 scopus 로고    scopus 로고
    • Synthesis and spectroscopic characterization of water soluble perylene tetracarboxylic diimide derivatives
    • Icil H., Uzun D., and Arslan E. Synthesis and spectroscopic characterization of water soluble perylene tetracarboxylic diimide derivatives. Spectrosc. Lett. 34 (2001) 605-614
    • (2001) Spectrosc. Lett. , vol.34 , pp. 605-614
    • Icil, H.1    Uzun, D.2    Arslan, E.3
  • 3
    • 0036432939 scopus 로고    scopus 로고
    • Cascade energy transfer in a conformationally mobile multichromophoric dendrimer
    • Serin J.M., Brousmiche D.W., and Fréchet J.M.J. Cascade energy transfer in a conformationally mobile multichromophoric dendrimer. Chem. Commun. (2002) 2605-2607
    • (2002) Chem. Commun. , pp. 2605-2607
    • Serin, J.M.1    Brousmiche, D.W.2    Fréchet, J.M.J.3
  • 5
    • 8344241933 scopus 로고    scopus 로고
    • Highly fluorescent and water-soluble perylene dyes
    • Kohl K. Highly fluorescent and water-soluble perylene dyes. Chem. Eur. J. 10 (2004) 5297-5310
    • (2004) Chem. Eur. J. , vol.10 , pp. 5297-5310
    • Kohl, K.1
  • 6
    • 33644745380 scopus 로고    scopus 로고
    • One-dimensional luminescent nanoaggregates of perylene bisimides
    • Würthner F., Chen Z.J., Dehm V., and Stepanenko V. One-dimensional luminescent nanoaggregates of perylene bisimides. Chem. Commun. (2006) 1188-1190
    • (2006) Chem. Commun. , pp. 1188-1190
    • Würthner, F.1    Chen, Z.J.2    Dehm, V.3    Stepanenko, V.4
  • 7
    • 33846511164 scopus 로고    scopus 로고
    • Synthesis and characterization of donor-bridge-acceptor molecular containing tetraphenylbenzidine and perylene bisimide
    • Bauer P., Wietasch H., Lindner S.M., and Thelakkat M. Synthesis and characterization of donor-bridge-acceptor molecular containing tetraphenylbenzidine and perylene bisimide. Chem. Mater. 19 (2007) 88-94
    • (2007) Chem. Mater. , vol.19 , pp. 88-94
    • Bauer, P.1    Wietasch, H.2    Lindner, S.M.3    Thelakkat, M.4
  • 8
    • 0344397678 scopus 로고    scopus 로고
    • New synthetic routes to alkyl-substituted and functionalized perylenes
    • Schlichting P., Rohr U., and Müllen K. New synthetic routes to alkyl-substituted and functionalized perylenes. Liebigs Ann. (1997) 395-407
    • (1997) Liebigs Ann. , pp. 395-407
    • Schlichting, P.1    Rohr, U.2    Müllen, K.3
  • 9
    • 0030258770 scopus 로고    scopus 로고
    • Synthesis and properties of long and branched alkyl chain substituted perylenetetracarboxylic monoanhydride monoimides
    • Nagao Y., Naito T., Abe Y., and Misono T. Synthesis and properties of long and branched alkyl chain substituted perylenetetracarboxylic monoanhydride monoimides. Dyes Pigments 32 (1996) 71-83
    • (1996) Dyes Pigments , vol.32 , pp. 71-83
    • Nagao, Y.1    Naito, T.2    Abe, Y.3    Misono, T.4
  • 10
    • 37649016309 scopus 로고    scopus 로고
    • Synthesis of new ethynylbipyridine-linked mono- and bis-tetrathiafulvalenes: electrochemical, spectroscopic, and Ru(II)-binding studies
    • Goze C., Liu S.X., Leiggener C., Sanguinet L., Levillain E., Hauser A., and Decurtins S. Synthesis of new ethynylbipyridine-linked mono- and bis-tetrathiafulvalenes: electrochemical, spectroscopic, and Ru(II)-binding studies. Tetrahedron 64 (2008) 1345-1350
    • (2008) Tetrahedron , vol.64 , pp. 1345-1350
    • Goze, C.1    Liu, S.X.2    Leiggener, C.3    Sanguinet, L.4    Levillain, E.5    Hauser, A.6    Decurtins, S.7
  • 11
    • 0035901526 scopus 로고    scopus 로고
    • New concepts in tetrathiafulvalene chemistry
    • Segura J.L., and Martin N. New concepts in tetrathiafulvalene chemistry. Angew. Chem. Int. Ed. 40 (2001) 1372-1409
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1372-1409
    • Segura, J.L.1    Martin, N.2
  • 13
    • 34848842735 scopus 로고    scopus 로고
    • A tetrathiafulvalene-tetracyanoanthraquinodimethane (TTF-TCNAQ) diad with a chemically tunable HOMO-LUMO gap
    • Wu J.C., Liu S.X., Neels A., Derf F.L., Sallé M., and Decurtins S. A tetrathiafulvalene-tetracyanoanthraquinodimethane (TTF-TCNAQ) diad with a chemically tunable HOMO-LUMO gap. Tetrahedron 63 (2007) 11282-11286
    • (2007) Tetrahedron , vol.63 , pp. 11282-11286
    • Wu, J.C.1    Liu, S.X.2    Neels, A.3    Derf, F.L.4    Sallé, M.5    Decurtins, S.6
  • 14
    • 2542489153 scopus 로고    scopus 로고
    • A new redox-fluorescence switch based on a triad with tetrathiafulvalene and anthrancene units
    • Zhang G.X., Zhang D.Q., Guo X.F., and Zhu D.B. A new redox-fluorescence switch based on a triad with tetrathiafulvalene and anthrancene units. Org. Lett. 6 (2004) 1209-1212
    • (2004) Org. Lett. , vol.6 , pp. 1209-1212
    • Zhang, G.X.1    Zhang, D.Q.2    Guo, X.F.3    Zhu, D.B.4
  • 15
    • 22144469824 scopus 로고    scopus 로고
    • A new saccharide sensor based on a tetrathiafulvalene-anthrancene dyad with a boronic acid group
    • Wang Z., Zhang D.Q., and Zhu D.B. A new saccharide sensor based on a tetrathiafulvalene-anthrancene dyad with a boronic acid group. J. Org. Chem. 70 (2005) 5729-5732
    • (2005) J. Org. Chem. , vol.70 , pp. 5729-5732
    • Wang, Z.1    Zhang, D.Q.2    Zhu, D.B.3
  • 16
    • 23044482280 scopus 로고    scopus 로고
    • Tetrathiafulvalene in a perylene-3,4:9,10-bis(dicarboximide)-based dyad: a new reversible fluorescence-redox dependent molecular system
    • Leroy-Lhez S., Baffreau J., Perrin L., Levillain E., Allain M., Blesa M.-J., and Hudhomme P. Tetrathiafulvalene in a perylene-3,4:9,10-bis(dicarboximide)-based dyad: a new reversible fluorescence-redox dependent molecular system. J. Org. Chem. 70 (2005) 6313-6320
    • (2005) J. Org. Chem. , vol.70 , pp. 6313-6320
    • Leroy-Lhez, S.1    Baffreau, J.2    Perrin, L.3    Levillain, E.4    Allain, M.5    Blesa, M.-J.6    Hudhomme, P.7
  • 17
    • 0038176318 scopus 로고    scopus 로고
    • Donor-acceptor-donor triads incorporating tetrathiafulvalene and perylene diimide units: synthesis, electrochemical and spectroscopic studies
    • Guo X.F., Zhang D.Q., Zhang H.J., Fan Q.H., Xu W., Ai X.C., Fan L.Z., and Zhu D.B. Donor-acceptor-donor triads incorporating tetrathiafulvalene and perylene diimide units: synthesis, electrochemical and spectroscopic studies. Tetrahedron 59 (2003) 4843-4850
    • (2003) Tetrahedron , vol.59 , pp. 4843-4850
    • Guo, X.F.1    Zhang, D.Q.2    Zhang, H.J.3    Fan, Q.H.4    Xu, W.5    Ai, X.C.6    Fan, L.Z.7    Zhu, D.B.8
  • 18
    • 63749127801 scopus 로고    scopus 로고
    • M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr, T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W
    • M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian 03, Revision D.01, Gaussian Inc., Wallingford CT, 2004.
  • 20
    • 0027981950 scopus 로고
    • The chemistry of TTFTT; 1: new efficient synthesis and reactions of tetrathiafulvalene-2,3,6,7-tetrathiolate (TTFTT): an important building block in TTF-syntheses
    • Svenstrup N., Rasmussen K.M., Hansen T.K., and Becher J. The chemistry of TTFTT; 1: new efficient synthesis and reactions of tetrathiafulvalene-2,3,6,7-tetrathiolate (TTFTT): an important building block in TTF-syntheses. Synthesis 8 (1994) 809-812
    • (1994) Synthesis , vol.8 , pp. 809-812
    • Svenstrup, N.1    Rasmussen, K.M.2    Hansen, T.K.3    Becher, J.4
  • 21
    • 0033747643 scopus 로고    scopus 로고
    • New multi(tetrathiafulvalene) dendrimers
    • Christensen C.A., Bryce M.R., and Becher J. New multi(tetrathiafulvalene) dendrimers. Synthesis 12 (2000) 1695-1704
    • (2000) Synthesis , vol.12 , pp. 1695-1704
    • Christensen, C.A.1    Bryce, M.R.2    Becher, J.3
  • 23
    • 0030591459 scopus 로고    scopus 로고
    • Synthesis of new bifluorophoric probes adapted to studies of donor-donor electronic energy transfer in lipid systems
    • Grechishnikova I.V., Johansson L.B.A., and Molotkovsky J.G. Synthesis of new bifluorophoric probes adapted to studies of donor-donor electronic energy transfer in lipid systems. Chem. Phys. Lipids 81 (1996) 87-98
    • (1996) Chem. Phys. Lipids , vol.81 , pp. 87-98
    • Grechishnikova, I.V.1    Johansson, L.B.A.2    Molotkovsky, J.G.3
  • 24
    • 0032725831 scopus 로고    scopus 로고
    • The crystal chemistry of amide-functionalized ethylenedithiotetrathiafulvalenes: EDT-TTF-CONRR′ (R, R′∼H, Me)
    • Heuzé K., Fourmigué M., and Batail P. The crystal chemistry of amide-functionalized ethylenedithiotetrathiafulvalenes: EDT-TTF-CONRR′ (R, R′∼H, Me). J. Mater. Chem. 9 (1999) 2373-2379
    • (1999) J. Mater. Chem. , vol.9 , pp. 2373-2379
    • Heuzé, K.1    Fourmigué, M.2    Batail, P.3
  • 25
    • 0344704179 scopus 로고    scopus 로고
    • Photoinduced electron-transfer processes of tetrathiafulvalene-(spacer)-(naphthalenediimide)-(spacer)-tertrathiafulvalene triads in solution
    • Guo X.F., Gan Z.H., Luo H.X., Araki Y., Zhang D.Q., Zhu D.B., and Ito O. Photoinduced electron-transfer processes of tetrathiafulvalene-(spacer)-(naphthalenediimide)-(spacer)-tertrathiafulvalene triads in solution. J. Phys. Chem. A 107 (2003) 9747-9753
    • (2003) J. Phys. Chem. A , vol.107 , pp. 9747-9753
    • Guo, X.F.1    Gan, Z.H.2    Luo, H.X.3    Araki, Y.4    Zhang, D.Q.5    Zhu, D.B.6    Ito, O.7
  • 26
    • 42149108418 scopus 로고    scopus 로고
    • Synthesis of a π-extended TTF-perylenediimide donor-acceptor dyad
    • Gómez R., Coya C., and Segura J.L. Synthesis of a π-extended TTF-perylenediimide donor-acceptor dyad. Tetrahedeon Lett. 48 (2008) 3225-3228
    • (2008) Tetrahedeon Lett. , vol.48 , pp. 3225-3228
    • Gómez, R.1    Coya, C.2    Segura, J.L.3
  • 27
    • 84991138979 scopus 로고    scopus 로고
    • PET is -0.34 eV. These values estimate the PET interaction is thermodynamically favorable.
    • PET is -0.34 eV. These values estimate the PET interaction is thermodynamically favorable.
  • 28
    • 33749095815 scopus 로고    scopus 로고
    • Pyrroli and thiophenoperylenedicarboximides highly fluorescent heterocycles
    • Langhals H., and Feiler L. Pyrroli and thiophenoperylenedicarboximides highly fluorescent heterocycles. Liebigs Ann. (1996) 1587-1591
    • (1996) Liebigs Ann. , pp. 1587-1591
    • Langhals, H.1    Feiler, L.2
  • 29
    • 56349090954 scopus 로고    scopus 로고
    • Highly soluble perylene tetracarboxylic diimides and tetrathiafulvalene-perylene tetracarboxylic diimide-tetrathiafulvalene triads
    • Zhang Y., Xu Z., Cai L., Lai G., Qiu H., and Shen Y. Highly soluble perylene tetracarboxylic diimides and tetrathiafulvalene-perylene tetracarboxylic diimide-tetrathiafulvalene triads. J. Photochem. Photobiol. A: Chem. 200 (2008) 334-345
    • (2008) J. Photochem. Photobiol. A: Chem. , vol.200 , pp. 334-345
    • Zhang, Y.1    Xu, Z.2    Cai, L.3    Lai, G.4    Qiu, H.5    Shen, Y.6
  • 30
    • 4143081532 scopus 로고    scopus 로고
    • Synthesis and fluorescence properties of novel co-facial folded naphthalimide dimers
    • Ren J., Zhao X., Wang Q., Ku C., Qu D., Chang C., and Tian H. Synthesis and fluorescence properties of novel co-facial folded naphthalimide dimers. Dyes Pigments 64 (2005) 179-186
    • (2005) Dyes Pigments , vol.64 , pp. 179-186
    • Ren, J.1    Zhao, X.2    Wang, Q.3    Ku, C.4    Qu, D.5    Chang, C.6    Tian, H.7
  • 31
    • 3042564027 scopus 로고    scopus 로고
    • Dendron-functionalized macromolecules: enhancing core luminescence and tuning carrier injection
    • Du P., Zhu W., Xie Y., Zhao F., Ku C., Cao Y., Chang C., and Tian H. Dendron-functionalized macromolecules: enhancing core luminescence and tuning carrier injection. Macromolecules 37 (2004) 4387-4398
    • (2004) Macromolecules , vol.37 , pp. 4387-4398
    • Du, P.1    Zhu, W.2    Xie, Y.3    Zhao, F.4    Ku, C.5    Cao, Y.6    Chang, C.7    Tian, H.8
  • 32
    • 0037184759 scopus 로고    scopus 로고
    • Synthesis of novel phthalocyanine-tetrathiafulvalene hybrids; intermolecular fluorescence quenching related to molecular geometry
    • Farren C., Christensen C.A., FitzGerland S., Bryce M.R., and Beeby A. Synthesis of novel phthalocyanine-tetrathiafulvalene hybrids; intermolecular fluorescence quenching related to molecular geometry. J. Org. Chem. 67 (2002) 9130-9139
    • (2002) J. Org. Chem. , vol.67 , pp. 9130-9139
    • Farren, C.1    Christensen, C.A.2    FitzGerland, S.3    Bryce, M.R.4    Beeby, A.5
  • 34
    • 55349087907 scopus 로고    scopus 로고
    • Synthesis and properties of a tetrathiafulvalene-perylene tetracarboxylic diimide-tetrathiafulvalene dyad
    • Zhang Y., Cai L., Wang C., Lai G., and Shen Y. Synthesis and properties of a tetrathiafulvalene-perylene tetracarboxylic diimide-tetrathiafulvalene dyad. New J. Chem. 32 (2008) 1968-1973
    • (2008) New J. Chem. , vol.32 , pp. 1968-1973
    • Zhang, Y.1    Cai, L.2    Wang, C.3    Lai, G.4    Shen, Y.5
  • 36
    • 0035824046 scopus 로고    scopus 로고
    • Tuneable electrochemical interactions between polystyrenes with anthracenyl and tetrathiafulvalenyl sidechains
    • De Cremiers H.A., Clavier G., Ilhan F., Cooke G., and Rotello V.M. Tuneable electrochemical interactions between polystyrenes with anthracenyl and tetrathiafulvalenyl sidechains. Chem. Commun. (2001) 2232-2233
    • (2001) Chem. Commun. , pp. 2232-2233
    • De Cremiers, H.A.1    Clavier, G.2    Ilhan, F.3    Cooke, G.4    Rotello, V.M.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.