The solid phase synthesis of asymmetric oligothiophenes

American Chemical Society, Polymer Preprints, Division of Polymer Chemistry

Volumn 39, Issue 1, 1998, Pages 133-134

  Malenfant, Patrick R L ^a   Groenendaal, Lambertus ^a   Fréchet, Jean M J ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC POLYMERS; CARBOXYLIC ACIDS; CONDUCTIVE PLASTICS; DERIVATIVES; ESTERS; MOLECULAR STRUCTURE; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL);

BROMINATION; OLIGOTHIOPHENES; STILLE COUPLINGS;

OLIGOMERS;

EID: 0032025220     PISSN: 00323934     EISSN: None     Source Type: Conference Proceeding    
DOI: None     Document Type: Article

References (31)

1. Handhook of Conducting Polymers; Skotheim, T. A., Ed.; Marcel Dekker: New York, 1986. Feast, W.J.; Thibouklis, J.; Pouwer, K.L.; Groenendaal, L.; Meijer, E.W. Polymer 1996, 37, 5017.
2. Handhook of Conducting Polymers; Skotheim, T. A., Ed.; Marcel Dekker: New York, 1986. Feast, W.J.; Thibouklis, J.; Pouwer, K.L.; Groenendaal, L.; Meijer, E.W. Polymer 1996, 37, 5017.
3. Burroughes, J.H.; Bradley, D.D.C.; Brown, A.R.; Marks, R.N.; Mackay, K.; Friend, R.H.; Burns, P.L.; Holmes, A.B. Nature, 1990, 347, 539. Dubois, J.C.; Sagnes, O.; Henry, F. Synth. Met. 1989, 28, C871.
4. Burroughes, J.H.; Bradley, D.D.C.; Brown, A.R.; Marks, R.N.; Mackay, K.; Friend, R.H.; Burns, P.L.; Holmes, A.B. Nature, 1990, 347, 539. Dubois, J.C.; Sagnes, O.; Henry, F. Synth. Met. 1989, 28, C871.
5. "Electronic Materials: The Oligomer Approach"; Wegner, G.; Müllen, K., Eds.; VCR: Weinheim, 1997. Tour, J.M. Chem. Rev. 1996, 96, 537. Torsi, L.; Dodabalapur, A.; Rothberg, L. J.; Fung, A. W. P.; Katz, H. E. Science 1996, 272, 1462. Noma, N.; Tsuzuki, T.; Shirota, Y. Adv. Mater. 1995, 7, 647.
6. "Electronic Materials: The Oligomer Approach"; Wegner, G.; Müllen, K., Eds.; VCR: Weinheim, 1997. Tour, J.M. Chem. Rev. 1996, 96, 537. Torsi, L.; Dodabalapur, A.; Rothberg, L. J.; Fung, A. W. P.; Katz, H. E. Science 1996, 272, 1462. Noma, N.; Tsuzuki, T.; Shirota, Y. Adv. Mater. 1995, 7, 647.
7. "Electronic Materials: The Oligomer Approach"; Wegner, G.; Müllen, K., Eds.; VCR: Weinheim, 1997. Tour, J.M. Chem. Rev. 1996, 96, 537. Torsi, L.; Dodabalapur, A.; Rothberg, L. J.; Fung, A. W. P.; Katz, H. E. Science 1996, 272, 1462. Noma, N.; Tsuzuki, T.; Shirota, Y. Adv. Mater. 1995, 7, 647.
8. "Electronic Materials: The Oligomer Approach"; Wegner, G.; Müllen, K., Eds.; VCR: Weinheim, 1997. Tour, J.M. Chem. Rev. 1996, 96, 537. Torsi, L.; Dodabalapur, A.; Rothberg, L. J.; Fung, A. W. P.; Katz, H. E. Science 1996, 272, 1462. Noma, N.; Tsuzuki, T.; Shirota, Y. Adv. Mater. 1995, 7, 647.
9. Merrifield, R.B. J. Am. Chem. Soc. 1963, 85, 2149. Marshall, G.R. Merrifield, R.B. Chap. 3 in "Biochemical Aspects of Reactions on solid supports"; G.R. Stark, Ed.; Academic Press, 1971.
10. Merrifield, R.B. J. Am. Chem. Soc. 1963, 85, 2149. Marshall, G.R. Merrifield, R.B. Chap. 3 in "Biochemical Aspects of Reactions on solid supports"; G.R. Stark, Ed.; Academic Press, 1971.
11. Farrall, M.J.; Fréchet, J.M.J. J. Org. Chem. 1976, 41, 3877. Fréchet, J.M.J.; Farrall, M.J. "Functionalization of Crosslinked Polystyrene by Chemical Modification" in "Chemistry and Properties of Crosslinked Polymers"; Labana, S.S., Ed.; Academic Press, 1977, 59. Fréchet, J.M.J.; de Smet, M.; Farrall, M.J. Polymer 1979, 20, 675.
12. Farrall, M.J.; Fréchet, J.M.J. J. Org. Chem. 1976, 41, 3877. Fréchet, J.M.J.; Farrall, M.J. "Functionalization of Crosslinked Polystyrene by Chemical Modification" in "Chemistry and Properties of Crosslinked Polymers"; Labana, S.S., Ed.; Academic Press, 1977, 59. Fréchet, J.M.J.; de Smet, M.; Farrall, M.J. Polymer 1979, 20, 675.
13. Farrall, M.J.; Fréchet, J.M.J. J. Org. Chem. 1976, 41, 3877. Fréchet, J.M.J.; Farrall, M.J. "Functionalization of Crosslinked Polystyrene by Chemical Modification" in "Chemistry and Properties of Crosslinked Polymers"; Labana, S.S., Ed.; Academic Press, 1977, 59. Fréchet, J.M.J.; de Smet, M.; Farrall, M.J. Polymer 1979, 20, 675.
14. Fréchet, J.M.J.; Schuerch, C. J. Am. Chem. Soc. 1971, 93, 492. Ibid. 1972, 94, 604. Fréchet, J.M.J. "Polymer-Supported Synthesis of Oligosaccharides", in "Polymer Supported Reactions in Organic Synthesis" (P. Hodge and D.C. Sherrington, Eds.) Wiley, London, 1980, 407.
15. Fréchet, J.M.J.; Schuerch, C. J. Am. Chem. Soc. 1971, 93, 492. Ibid. 1972, 94, 604. Fréchet, J.M.J. "Polymer-Supported Synthesis of Oligosaccharides", in "Polymer Supported Reactions in Organic Synthesis" (P. Hodge and D.C. Sherrington, Eds.) Wiley, London, 1980, 407.
16. Fréchet, J.M.J.; Schuerch, C. J. Am. Chem. Soc. 1971, 93, 492. Ibid. 1972, 94, 604. Fréchet, J.M.J. "Polymer-Supported Synthesis of Oligosaccharides", in "Polymer Supported Reactions in Organic Synthesis" (P. Hodge and D.C. Sherrington, Eds.) Wiley, London, 1980, 407.
17. Fréchet, J.M.J.; Nuyens, L.J.; Seymour, E. J. Am. Chem. Soc. 1979, 101, 432-436. Fréchet, J.M.J. Tetrahedron 1981, 37, 663.
18. Fréchet, J.M.J.; Nuyens, L.J.; Seymour, E. J. Am. Chem. Soc. 1979, 101, 432-436. Fréchet, J.M.J. Tetrahedron 1981, 37, 663.
19. Fréchet, J.M.J.; Darling, P.; Farrall, M.J. J. Org. Chem. 1981, 46, 1728.
20. Deratani, A.; Darling, G.D.; Fréchet, J.M.J. Polymer 1987, 28, 825. Deratani, A.; Darling, G.D.; Horak, D.; Fréchet, J.M.J. Macromolecules 1987, 20, 767.
21. Deratani, A.; Darling, G.D.; Fréchet, J.M.J. Polymer 1987, 28, 825. Deratani, A.; Darling, G.D.; Horak, D.; Fréchet, J.M.J. Macromolecules 1987, 20, 767.
22. Cheminant, A.; Benezra, C.; Farrall, M.J.; Fréchet, J.M.J. Can. J. Chem. 1981, 59, 1405. Cheminat, A.; Benezra, A.; Fréchet, J.M.J. J. Chem. Research (M) 1982, 1618; J. Chem. Research (S) 148. Fréchet, J.M.J.; Hagen, A.J.; Benezra, C.; Cheminat, A. Pure and Applied Chem. 1982, 54, 2181. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. Fruchtel, J. S.; Günther, J. Angew. Chem. Int. Ed. Engl. 1996, 35, 17. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron. 1996, 52, 4527.
23. Cheminant, A.; Benezra, C.; Farrall, M.J.; Fréchet, J.M.J. Can. J. Chem. 1981, 59, 1405. Cheminat, A.; Benezra, A.; Fréchet, J.M.J. J. Chem. Research (M) 1982, 1618; J. Chem. Research (S) 148. Fréchet, J.M.J.; Hagen, A.J.; Benezra, C.; Cheminat, A. Pure and Applied Chem. 1982, 54, 2181. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. Fruchtel, J. S.; Günther, J. Angew. Chem. Int. Ed. Engl. 1996, 35, 17. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron. 1996, 52, 4527.
24. Cheminant, A.; Benezra, C.; Farrall, M.J.; Fréchet, J.M.J. Can. J. Chem. 1981, 59, 1405. Cheminat, A.; Benezra, A.; Fréchet, J.M.J. J. Chem. Research (M) 1982, 1618; J. Chem. Research (S) 148. Fréchet, J.M.J.; Hagen, A.J.; Benezra, C.; Cheminat, A. Pure and Applied Chem. 1982, 54, 2181. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. Fruchtel, J. S.; Günther, J. Angew. Chem. Int. Ed. Engl. 1996, 35, 17. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron. 1996, 52, 4527.
25. Cheminant, A.; Benezra, C.; Farrall, M.J.; Fréchet, J.M.J. Can. J. Chem. 1981, 59, 1405. Cheminat, A.; Benezra, A.; Fréchet, J.M.J. J. Chem. Research (M) 1982, 1618; J. Chem. Research (S) 148. Fréchet, J.M.J.; Hagen, A.J.; Benezra, C.; Cheminat, A. Pure and Applied Chem. 1982, 54, 2181. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. Fruchtel, J. S.; Günther, J. Angew. Chem. Int. Ed. Engl. 1996, 35, 17. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron. 1996, 52, 4527.
26. Cheminant, A.; Benezra, C.; Farrall, M.J.; Fréchet, J.M.J. Can. J. Chem. 1981, 59, 1405. Cheminat, A.; Benezra, A.; Fréchet, J.M.J. J. Chem. Research (M) 1982, 1618; J. Chem. Research (S) 148. Fréchet, J.M.J.; Hagen, A.J.; Benezra, C.; Cheminat, A. Pure and Applied Chem. 1982, 54, 2181. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. Fruchtel, J. S.; Günther, J. Angew. Chem. Int. Ed. Engl. 1996, 35, 17. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron. 1996, 52, 4527.
27. Cheminant, A.; Benezra, C.; Farrall, M.J.; Fréchet, J.M.J. Can. J. Chem. 1981, 59, 1405. Cheminat, A.; Benezra, A.; Fréchet, J.M.J. J. Chem. Research (M) 1982, 1618; J. Chem. Research (S) 148. Fréchet, J.M.J.; Hagen, A.J.; Benezra, C.; Cheminat, A. Pure and Applied Chem. 1982, 54, 2181. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. Fruchtel, J. S.; Günther, J. Angew. Chem. Int. Ed. Engl. 1996, 35, 17. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron. 1996, 52, 4527.
28. Cheminant, A.; Benezra, C.; Farrall, M.J.; Fréchet, J.M.J. Can. J. Chem. 1981, 59, 1405. Cheminat, A.; Benezra, A.; Fréchet, J.M.J. J. Chem. Research (M) 1982, 1618; J. Chem. Research (S) 148. Fréchet, J.M.J.; Hagen, A.J.; Benezra, C.; Cheminat, A. Pure and Applied Chem. 1982, 54, 2181. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. Fruchtel, J. S.; Günther, J. Angew. Chem. Int. Ed. Engl. 1996, 35, 17. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron. 1996, 52, 4527.
29. Nelson, J. C.; Young, J. K.;Moore, J. S. J. Org. Chem. 1996, 61, 8160.
30. Van Pham, C.; Mark, J. B.; Zimmer, H. Synth. Commun. 1986, 16, 689.
31. Frenette, R.; Friesen, R. W. Tetrahedron Lett. 1994, 35, 9177.