Synthesis of new tetrathiafulvalene modules for acetylenic scaffolding

Synlett

Volumn , Issue 10, 2003, Pages 1423-1426

  Nielsen, Mogens Brøndsted ^a  

^a UNIVERSITY OF SOUTHERN DENMARK   (Denmark)

Author keywords

Alkynes; Arenes; Conjugation; Cross coupling; Wittig reactions

Indexed keywords

4 IODONITROBENZENE; ACETYLENE DERIVATIVE; ALDEHYDE DERIVATIVE; NITROBENZENE DERIVATIVE; PHENYLACETYLENE; TETRATHIAFULVALENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHROMATOGRAPHY; CHROMATOPHORE; CONJUGATION; CYCLOADDITION; SYNTHESIS; WITTIG REACTION;

EID: 0042069849     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-40841     Document Type: Article

References (24)

1. (a) Nielsen, M. B.; Lomholt, C.; Becher, J. Chem. Soc. Rev. 2000, 29, 153.
2. (b) Bryce, M. R. J. Mater. Chem. 2000, 10, 589.
3. (c) Segura, J. L.; Martín, N. Angew. Chem. Int. Ed. 2001, 40, 1372.
4. Williams, J. M.; Ferraro, J. R.; Thorn, R. J.; Carlson, K. D.; Geiser, U.; Wang, H. H.; Kini, A. M.; Whangbo, M.-H. Organic Superconductors (Including Fullerenes): Synthesis, Structure, Properties, and Theory; Prentice Hall: Englewood Cliffs, New Jersey, 1992.
5. Luo, Y.; Collier, C. P.; Jeppesen, J. O.; Nielsen, K. A.; Delonno, E.; Ho, G.; Perkins, J.; Tseng, H.-R.; Yamamoto, T.; Stoddart, J. F.; Heath, J. R. ChemPhysChem 2002, 3, 519.
6. Nielsen, M. B.; Becher, J. Liebigs Ann. Rec. 1997, 2177.
7. Roncali, J. J. Mater. Chem. 1997, 7, 2307.
8. (a) Siemsen, P.; Livingston, R. C.; Diederich, F. Angew. Chem. Int. Ed. 2000, 39, 2632.
9. (b) Nielsen, M. B.; Diederich, F. Synlett 2002, 544.
10. (a) Otsubo, T.; Kochi, Y.; Bitoh, A.; Ogura, F. Chem. Lett. 1994, 2047.
11. (b) Yamamoto, T.; Shimizu, T. J. Mater. Chem. 1997, 7, 1967.
12. (c) Yamamoto, T.; Shimizu, T. J. Mater. Chem. 1997, 7, 1967.
13. (d) Solooki, D.; Parker, T. C.; Khan, S. I.; Rubin, Y. Tetrahedron Lett. 1998, 39, 1327.
14. (e) Nielsen, M. B.; Moonen, N. N. P.; Boudon, C.; Gisselbrecht, J.-P.; Seiler, P.; Gross, M.; Diederich, F. Chem. Commun. 2001, 1848.
15. (f) Nielsen, M. B.; Utesch, N. F.; Moonen, N. N. P.; Boudon, C.; Gisselbrecht, J.-P.; Concilio, S.; Piotto, S. P.; Seiler, P.; Günter, P.; Gross, M.; Diederich, F. Chem.-Eur. J. 2002, 8, 3601.
16. Salle, M.; Belyasmine, A.; Gorgues, A.; Jubault, M.; Soyer, N. Tetrahedron Lett. 1991, 32, 2897.
17. Some examples: (a) Adger, B. J.; Barrett, C.; Brennan, J.; McGuigan, P.; McKervey, M. A.; Tarbit, B. J. Chem. Soc., Chem. Commun. 1993, 1220. (b) Märkl, G.; Pöll, A.; Aschenbrenner, N. G.; Schmaus, C.; Troll, T.; Kreitmeier, P.; Nöth, H.; Schmidt, M. Helv. Chim. Acta 1996, 79, 1497.
18. Some examples: (a) Adger, B. J.; Barrett, C.; Brennan, J.; McGuigan, P.; McKervey, M. A.; Tarbit, B. J. Chem. Soc., Chem. Commun. 1993, 1220. (b) Märkl, G.; Pöll, A.; Aschenbrenner, N. G.; Schmaus, C.; Troll, T.; Kreitmeier, P.; Nöth, H.; Schmidt, M. Helv. Chim. Acta 1996, 79, 1497.
19. Sato, M.; Gonella, N. C.; Cava, M. P. J. Org. Chem. 1979, 44, 930.
20. 4 (1333.82): C, 66.64; H, 7.25; N, 2.10; S, 9.61; Found: C, 66.84; H, 7.33; N, 2.15; S 9.55.
21. Hay, A. S. J. Org. Chem. 1962, 27, 3320.
22. Sonogashira, K. In Metal-catalyzed Cross-coupling Reactions; Diederich, F.; Stang, P. J., Eds.; Wiley-VCH: Weinheim, 1998, 203-229.
23. (a) Hopf, H.; Kreutzer, M.; Jones, P. G. Angew. Chem., Int. Ed. Engl. 1991, 30, 1127.
24. (b) Schermann, G.; Vostrowsky, O.; Hirsch, A. Eur. J. Org. Chem. 1999, 2491.