[2.2]Paracyclophanes with defined substitution pattern - Key compounds for the mechanistic understanding of the Gilch reaction to poly-(p-phenylene vinylene)s

Angewandte Chemie - International Edition

Volumn 42, Issue 5, 2003, Pages 567-570

  Wiesecke, Jens ^a   Rehahn, Matthias ^a  

^a DARMSTADT UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

Cyclophanes; Gilch reaction; Radical reactions; Reaction mechanisms

Indexed keywords

DIMERS; FREE RADICALS; NEGATIVE IONS; POLYMERIZATION;

GILCH REACTION;

ORGANIC POLYMERS;

CYCLOPHANE; POLY(4 PHENYLENEVINYLENE); UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ANALYTIC METHOD; ARTICLE; CHEMICAL REACTION; HALOGENATION; LIGHT EMITTING DIODE; MACROMOLECULE; POLYMERIZATION; SEMICONDUCTOR; STRUCTURE ACTIVITY RELATION;

EID: 0037415773     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390163     Document Type: Article

References (27)

1. a) H. Shirakawa, Angew. Chem. 2001, 113, 2642-2648; Angew. Chem. Int. Ed. 2001, 40, 2574;
2. a) H. Shirakawa, Angew. Chem. 2001, 113, 2642-2648; Angew. Chem. Int. Ed. 2001, 40, 2574;
3. b) A. G. MacDiarmid, Angew. Chem. 2001, 113, 2649-2659; Angew. Chem. Int. Ed. 2001, 40, 2581;
4. b) A. G. MacDiarmid, Angew. Chem. 2001, 113, 2649-2659; Angew. Chem. Int. Ed. 2001, 40, 2581;
5. A. J. Heeger, Angew. Chem. 2001, 113, 2660-2682; Angew. Chem. Int. Ed. 2001, 40, 2591.
6. A. J. Heeger, Angew. Chem. 2001, 113, 2660-2682; Angew. Chem. Int. Ed. 2001, 40, 2591.
7. a) H. Shirakawa, E. J. Louis, A. G. MacDiarmid, C. K. Chiang, A. J. Heeger, J. Chem. Soc. Chem. Commun. 1977, 578;
8. b) C. K. Chiang, C. R. Fincher, Jr., Y. W. Park, A. J. Heeger, H. Shirakawa, E. J. Louis, Phys. Rev. Lett. 1977, 39, 1098.
9. J. H. Burroughes, D. D. C. Bradley, A. R. Brown, R. N. Marks, K. Mackay, R. H. Friend, L. Burns, A. B. Holmes, Nature 1990, 347, 539.
10. J. C. Scott, G. G. Malliaras in Semiconducting Polymers (Eds.: G. Haziioannou, P. F. van Hutten), Wiley-VCH, Weinheim, 2000, pp. 411-461.
11. C. J. Brabec, N. Serdar Sariciftci in Semiconducting Polymers (Eds.: G. Haziioannou, P. F. van Hutten), Wiley-VCH, Weinheim, 2000, pp. 515-560.
12. G. Horowitz in Semiconducting Polymers (Eds.: G. Haziioannou, P. F. van Hutten), Wiley-VCH, Weinheim, 2000, pp. 499-514.
13. A. Kraft, A. C. Grimsdale, A. B. Holmes, Angew. Chem. 1998, 110, 416-443; Angew. Chem. Int. Ed. 1998, 37, 402-428.
14. A. Kraft, A. C. Grimsdale, A. B. Holmes, Angew. Chem. 1998, 110, 416-443; Angew. Chem. Int. Ed. 1998, 37, 402-428.
15. H. G. Gilch, W. L. Wheelwright, J. Polym. Sci. Part A 1966, 4, 1337.
16. Z. Bao, Y. Chen, R. Chai, L. Yu, Macromolecules 1993, 26, 5281-5286.
17. R. A. Wessling, J. Polym. Sci. Polym. Symp. 1985, 72, 55-66.
18. N.C. Greenham, S. C. Moratti, D. D. C. Bradley, R. H. Friend, A. B. Holmes, Nature 1993, 365, 628 -630.
19. H. Becker, H. Spreitzer, W. Kreuder, E. Kluge, H. Vestweber, H. Schenk, K. Treacher, Synth. Met. 2001, 122, 105.
20. H. Becker, H. Spreitzer, K. Ibrom, W. Kreuder, Macromolecules 1999, 32, 4925.
21. J.-Q. Pan, Z.-K. Chen, Y. Xiao, W. Huang, Chin. J. Polym. Sci. 2000, 18, 541-549.
22. a) B. R. Hsieh, Y. Yu, A. C. VanLaeken, H. Lee, Macromolecules 1997, 30, 8094;
23. b) C. J. Neef, J. P. Ferraris, Macromolecules 2000, 33, 2311-2314;
24. C. Yin, C.-Z. Yang, J. Appl. Polym. Sci. 2001, 82, 263-268.
25. L. Hontis, V. Vrindts, L. Lutsen, D. Vanderzande, J. Gelan, Polymer 2001, 42, 5793-5796.
26. Z.-K. Chen, J.-Q. Pan, Y. Xiao, N. H. S. Lee, S.-J. Chua, W. Huang, Thin Solid Films 2000, 363, 98-101.
27. H. Hopf, M. Psiorz, Chem. Ber. 1986, 119, 1836-1844.