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Volumn 38, Issue 18, 1999, Pages 2721-2725

Conjugated 1,10-phenanthrolines as tunable fluorophores

Author keywords

Chromophores; Conjugation; Fluorescence spectroscopy; N ligands; Phenanthrolines

Indexed keywords

1,10 PHENANTHROLINE; LIGAND;

EID: 0033578794     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3773(19990917)38:18<2721::aid-anie2721>3.0.co;2-5     Document Type: Article
Times cited : (92)

References (46)
  • 1
    • 0029276665 scopus 로고
    • For recent reviews, see: a) S. A. Jenekhe, Adv. Mater. 1995, 7, 309-311;
    • (1995) Adv. Mater. , vol.7 , pp. 309-311
    • Jenekhe, S.A.1
  • 4
    • 0032473366 scopus 로고    scopus 로고
    • c) A. Kraft, A. C. Grimsdale, A. B. Holmes, Angew. Chem. 1998, 110, 416-443; Angew. Chem. Int. Ed. 1998, 37, 402-428.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 402-428
  • 7
    • 0028657429 scopus 로고
    • O.
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1994) Nature , vol.372 , pp. 444-446
    • Berggren, M.1    Inganas, O.2    Gustafsson, G.3    Rasmusson, J.4    Andersson, M.R.5    Hjertberg, T.6    Wennerstrom, O.7
  • 8
    • 0029323071 scopus 로고
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1995) Macromolecules , vol.28 , pp. 4598-4602
    • Aguiar, M.1    Karasz, F.E.2    Akcelrud, L.3
  • 9
    • 0031164812 scopus 로고    scopus 로고
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1997) Adv. Mater. , vol.9 , pp. 551-554
    • Chung, S.-J.1    Jin, J.-I.2    Kim, K.-K.3
  • 10
    • 0031069047 scopus 로고    scopus 로고
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1997) Adv. Mater. , vol.9 , pp. 219-222
    • Christ, T.1    Greiner, A.2    Sander, R.3    Stümpften, V.4    Wendorff, J.H.5
  • 11
    • 0031069087 scopus 로고    scopus 로고
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1997) Adv. Mater. , vol.9 , pp. 233-236
    • Döttinger, S.E.1    Hohloch, M.2    Segura, J.L.3    Steinhuber, E.4    Hanack, M.5    Tompert, A.6    Oelkrug, D.7
  • 12
    • 0032499829 scopus 로고    scopus 로고
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1998) Adv. Mater. , vol.10 , pp. 790-793
    • Girotto, E.M.1    De Paoli, M.-A.2
  • 13
    • 24844480518 scopus 로고    scopus 로고
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1998) Angew. Chem. , vol.110 , pp. 669-672
    • Dähne, L.1    Biller, E.2    Baumgärtel, H.3
  • 14
    • 0040551541 scopus 로고    scopus 로고
    • M. Berggren, O. Inganas, G. Gustafsson, J. Rasmusson, M. R. Andersson, T. Hjertberg, O. Wennerstrom, O. Nature 1994, 372, 444-446. M. Aguiar, F. E. Karasz, L. Akcelrud, Macromolecules 1995, 28, 4598-4602. S.-J. Chung, J.-I. Jin, K.-K. Kim, Adv. Mater. 1997, 9, 551-554. T. Christ, A. Greiner, R. Sander, V. Stümpften, J, H. Wendorff, Adv. Mater. 1997, 9, 219-222. S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236. E. M. Girotto, M.-A. De Paoli, Adv. Mater. 1998, 10, 790-793. L. Dähne, E. Biller, H. Baumgärtel, Angew. Chem. 1998, 110, 669-672; Angew. Chem. Int. Ed. 1998, 37, 646-649.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 646-649
  • 17
    • 0032479213 scopus 로고    scopus 로고
    • b) M. Hissler, A. El-Ghayoury, A. Harriman, R. Ziessel, Angew. Chem. 1998, 110, 1804-1807; Angew. Chem. Int. Ed. 1998, 37, 1717-1720;
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1717-1720
  • 25
    • 0344809576 scopus 로고    scopus 로고
    • note
    • Derivative 3d is somewhat susceptible to oxidation. Its fluorescence quantum yield was not determined since its emission wavelength is significantly red-shifted compared to the standard's emission.
  • 26
    • 0344377812 scopus 로고    scopus 로고
    • note
    • 3) also shows tunability of emission wavelengths. This ligand is, however, a poorer binder due to the reduced electron density on the chelating nitrogens. Monosubstituted derivatives (e. g., 3-(tolylethynyl)-1,10-phenanthroline) typically show shorter absorption and emission wavelengths as well as lower fluorescence quantum efficiency, when compared to their disubstituted derivatives. This may enable fine-tuning of the absorption and emission characteristics. See Supporting Information for spectral data.
  • 28
    • 0344809575 scopus 로고    scopus 로고
    • note
    • The emission spectra of the various ligands are insensitive to dioxygen. This further supports the assignment of a singlet π-π* as the emissive state.
  • 29
    • 85087575709 scopus 로고    scopus 로고
    • note
    • 2+.
  • 30
    • 85087574803 scopus 로고    scopus 로고
    • note
    • + (415 nm).
  • 37
    • 37049077491 scopus 로고
    • For an intriguing tunable 2-catenand, see: N. Armaroli, L. De Cola, V. Balzani, J.-P. Sauvage, C. O. Dietrich-Buchecker, J.-M. Kern, A. Bailal, J. Chem. Soc. Dalton Trans. 1993, 3241-3247. For metal-binding conjugated polymers, see: S. S. Zhu, P. J. Carroll, T. M. Swager, J. Am. Chem. Soc. 1996, 118, 8713-8714; B. Wang, M. R. Wasielewski, J. Am. Chem. Soc. 1997, 119, 12-21; K. B. Crawford, M. B. Goldfinger, T. M. Swager, J. Am. Chem. Soc. 1998, 120, 5187-5192; M. Kimura, T. Horai, K. Hanabusa, H. Shirai, Adv. Mater. 1998, 10, 459-462.
    • (1993) J. Chem. Soc. Dalton Trans. , pp. 3241-3247
    • Armaroli, N.1    De Cola, L.2    Balzani, V.3    Sauvage, J.-P.4    Dietrich-Buchecker, C.O.5    Kern, J.-M.6    Bailal, A.7
  • 38
    • 0029819478 scopus 로고    scopus 로고
    • For an intriguing tunable 2-catenand, see: N. Armaroli, L. De Cola, V. Balzani, J.-P. Sauvage, C. O. Dietrich-Buchecker, J.-M. Kern, A. Bailal, J. Chem. Soc. Dalton Trans. 1993, 3241-3247. For metal-binding conjugated polymers, see: S. S. Zhu, P. J. Carroll, T. M. Swager, J. Am. Chem. Soc. 1996, 118, 8713-8714; B. Wang, M. R. Wasielewski, J. Am. Chem. Soc. 1997, 119, 12-21; K. B. Crawford, M. B. Goldfinger, T. M. Swager, J. Am. Chem. Soc. 1998, 120, 5187-5192; M. Kimura, T. Horai, K. Hanabusa, H. Shirai, Adv. Mater. 1998, 10, 459-462.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 8713-8714
    • Zhu, S.S.1    Carroll, P.J.2    Swager, T.M.3
  • 39
    • 0031055520 scopus 로고    scopus 로고
    • For an intriguing tunable 2-catenand, see: N. Armaroli, L. De Cola, V. Balzani, J.-P. Sauvage, C. O. Dietrich-Buchecker, J.-M. Kern, A. Bailal, J. Chem. Soc. Dalton Trans. 1993, 3241-3247. For metal-binding conjugated polymers, see: S. S. Zhu, P. J. Carroll, T. M. Swager, J. Am. Chem. Soc. 1996, 118, 8713-8714; B. Wang, M. R. Wasielewski, J. Am. Chem. Soc. 1997, 119, 12-21; K. B. Crawford, M. B. Goldfinger, T. M. Swager, J. Am. Chem. Soc. 1998, 120, 5187-5192; M. Kimura, T. Horai, K. Hanabusa, H. Shirai, Adv. Mater. 1998, 10, 459-462.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 12-21
    • Wang, B.1    Wasielewski, M.R.2
  • 40
    • 0032478979 scopus 로고    scopus 로고
    • For an intriguing tunable 2-catenand, see: N. Armaroli, L. De Cola, V. Balzani, J.-P. Sauvage, C. O. Dietrich-Buchecker, J.-M. Kern, A. Bailal, J. Chem. Soc. Dalton Trans. 1993, 3241-3247. For metal-binding conjugated polymers, see: S. S. Zhu, P.J. Carroll, T. M. Swager, J. Am. Chem. Soc. 1996, 118, 8713-8714; B. Wang, M. R. Wasielewski, J. Am. Chem. Soc. 1997, 119, 12-21; K. B. Crawford, M. B. Goldfinger, T. M. Swager, J. Am. Chem. Soc. 1998, 120, 5187-5192; M. Kimura, T. Horai, K. Hanabusa, H. Shirai, Adv. Mater. 1998, 10, 459-462.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 5187-5192
    • Crawford, K.B.1    Goldfinger, M.B.2    Swager, T.M.3
  • 41
    • 0032046547 scopus 로고    scopus 로고
    • For an intriguing tunable 2-catenand, see: N. Armaroli, L. De Cola, V. Balzani, J.-P. Sauvage, C. O. Dietrich-Buchecker, J.-M. Kern, A. Bailal, J. Chem. Soc. Dalton Trans. 1993, 3241-3247. For metal-binding conjugated polymers, see: S. S. Zhu, P.J. Carroll, T. M. Swager, J. Am. Chem. Soc. 1996, 118, 8713-8714; B. Wang, M. R. Wasielewski, J. Am. Chem. Soc. 1997, 119, 12-21; K. B. Crawford, M. B. Goldfinger, T. M. Swager, J. Am. Chem. Soc. 1998, 120, 5187-5192; M. Kimura, T. Horai, K. Hanabusa, H. Shirai, Adv. Mater. 1998, 10, 459-462.
    • (1998) Adv. Mater. , vol.10 , pp. 459-462
    • Kimura, M.1    Horai, T.2    Hanabusa, K.3    Shirai, H.4
  • 45
    • 85087575878 scopus 로고    scopus 로고
    • note
    • F = 0.94 is predicted for 3b. See Supporting Information for detailed calculations.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.