A convenient synthetic approach to bis-functionalised quaterfluorenes

Tetrahedron Letters

Volumn 45, Issue 28, 2004, Pages 5367-5370

  Grisorio, Roberto ^a   Mastrorilli, Piero ^a   Nobile, Cosimo Francesco ^a   Romanazzi, Giuseppe ^a   Suranna, Gian Paolo ^a   Meijer, E W ^b  

^a POLITECNICO DI BARI   (Italy)

^b EINDHOVEN UNIVERSITY OF TECHNOLOGY   (Netherlands)

Author keywords

Amines; Boronic esters; Ni(0) promoted coupling; Oligofluorenes

Indexed keywords

2,7''' BIS(AMINOQUATERFLUORENE); 2,7''' DIIODOQUATERFLUORENE; BORON DERIVATIVE; BROMINE DERIVATIVE; FLUORENE DERIVATIVE; NICKEL COMPLEX; TRIMETHYLSILYL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BROMINATION; CHIRALITY; SYNTHESIS;

GADUS MORHUA;

EID: 2942665450     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.05.074     Document Type: Article

References (22)

1. Müller D., Falcou A., Reckefuss N., Rojahn M., Wiederhirn V., Rudati P., Frohne H., Nuyken O., Becker H., Meerholz K. Nature. 421:2003;829. and references cited therein
2. Geng Y., Culligan S., Trajkovska A., Wallace J., Chen S.H. Chem. Mater. 15:2003;542
3. Geng Y., Trajkovska A., Katsis D., Ou J.J., Culligan S.W., Chen S.H.J. J. Am. Chem. Soc. 124:2002;8337
4. Ding J., Day M., Robertson G., Roovers J. Macromolecules. 35:2002;3474
5. Babudri F., Farinola G., Naso F. J. Mater. Chem. 14:2004;11
6. Zhou X.H., Yan J.C., Pei J. Org. Lett. 5:2003;3543
7. Miteva T., Meisel A., Knoll W., Nohofer H.G., Scherf U., Müller D.C., Meerholz K., Yasuda A., Neher D. Adv. Mater. 13:2001;565
8. Beaupré S., Leclerc M. Macromolecules. 36:2003;8986
9. Craig M.R., de Kok M.M., Hofstraat J.W., Schenning A.P.H.J., Meijer E.W. J. Mater. Chem. 13:2003;2861
10. 3) δ 151.5, 150.1, 141.6, 140.7, 140.3, 138.9, 131.8, 127.7, 126.0, 121.5, 120.0, 119.0, 54.9, 39.2, 37.4, 36.6, 32.9, 30.6, 30.5, 27.9, 24.7 (two overlapping signals), 22.7, 22.6, 19.6, 19.5, -0.8
11. 3) δ 153.4, 150.8, 141.1, 140.5, 139.5, 139.4, 135.9, 132.1, 126.3, 121.5, 120.0, 92.5, 55.3, 39.2, 37.5, 37.4, 36.7, 36.5, 32.8, 30.5, 27.9, 24.7, 22.7, 22.6, 19.6, 19.5
12. 3) δ 151.8, 151.3, 150.8, 150.5, 141.5, 140.7, 140.5, 140.2, 139.2, 138.9, 138.6, 131.8, 131.2, 128.2, 127.5, 127.0, 126.3, 125.5, 121.5, 119.9, 119.1, 118.8, 55.0, 54.8, 39.2, 37.5, 36.6, 32.8, 30.7, 30.5, 27.9, 24.7, 22.7, 22.6, 19.5, -0.9
13. 3): δ 7.31-7.87 (m, 24H), 1.90-2.14 (m, 16H), 1.34-1.50 (m, 8H), 1.00-1.27 (m, 48H), 0.56-0.98 (m, 96H)
14. Lindley J. Tetrahedron. 40:1984;1433
15. 3, respectively, was unsuccessful because of difficulties in removing byproducts
16. 3) δ 152.1, 150.3, 144.1, 141.0, 140.0, 133.8, 128.5, 126.2, 121.7, 120.3, 119.0, 83.7, 55.0, 39.2, 36.6, 36.5, 32.9, 30.6, 27.1, 24.9, 24.6, 22.7, 19.6, 19.5
17. Yamamoto T., Wakabayashi S., Osakada K. J. Organomet. Chem. 428:1992;223
18. Recently, it has been demonstrated that the Yamamoto coupling can also tolerate unprotected arylamine functions: Güntner R., Asawapirom U., Forster M., Schmitt C., Stiller B., Tiersch B., Falcou A., Nothofer H.-G., Scherf U. Thin Solid Films. 417:2002;1
19. Tang Z.Y., Hu Q.S. J. Am. Chem. Soc. 126:2004;3058
20. -1] 2927, 2867, 1778, 1728, 1612, 1456, 1372, 1230, 813, 715
21. -1] 3477, 3382, 2927, 2867, 1733, 1616, 1456, 1373, 1215, 809
22. + + H)