Synthesis of unsymmetrical 2,8- and 2,9-dihalo-1,10-phenanthrolines and derivatives

Tetrahedron Letters

Volumn 39, Issue 18, 1998, Pages 2697-2700

  Toyota, Shinji ^a   Woods, Craig R ^a   Benaglia, Maurizio ^a   Siegel, Jay S ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PHENANTHROLINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; HALOGENATION; SYNTHESIS;

LATEOLABRAX JAPONICUS;

EID: 0032580353     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00409-2     Document Type: Article

References (26)

1. 1. Katritzky, A. R.; Taylor, R. Electrophilic Substitution of Heterocycles: Quantitative Aspects; Academic Press: San Diego, 1990; Vol. (47 of Adv. Heterocyclic Chem).
2. 2. Kress, T. J.; Costantino, S. M. Heterocyclic Chem. 1973, 10, 409-10.
3. 3. Chambron, J.-C.; Dietrich-Buchecker, C. O.; Heitz, H.; Nierengarten, F.; Sauvage, J.-P.; Pascard, C.; Guilhem, J. Pure & Appl. Chem. 1995, 67, 233-240.
4. 4. Lehn, J.-M. Supramolecular Chemistry; VCH: Weinheim, 1995.
5. 5. Sauvage, J.-P. Acc. Chem. Res. 1990, 23, 319-327.
6. 6. Dietrich-Buchecker, C. O.; Marnot, P. A.; Sauvage, J. P. Tetrahedron Lett. 1982, 23, 5291-5294.
7. 7. Cheng, C.-C.; Yan, S.-J. Org. React. 1982, 28, 37-201.
8. 8. Manske, R. H. F.; Kulka, M. Org. React. 1953, 7, 59-98.
9. 9. Riesgo, E. C.; Jin, X.; Thummel, R. P. J. Org. Chem. 1996, 61, 3017-3022
10. 10. Case, F. H. J. Org. Chem. 1951, 16, 941-45.
11. 11. Farina, V. Transition Metal Alkyl Complexes: Oxidative Addition and Transmetallation; ; Abel, E. W. S., F.G.A.; Wilkinson, G., Ed., 1995; Vol. 12, pp 161-240.
12. 12. Tsuji, J. Palladium Reagents and Catalysts; John Wiley & Sons, Ltd.: Chichester, 1995.
13. 13. Heck, R. F. Palladium Assisted Couplings of Aryl, Alkenyl, Allyl, and Alkyl Derivatives; Academic Press: Orlando, 1985.
14. 13C NMR, mp, and HRMS.
15. 15. Tzalis, D.; Tor, Y.; Failla, S.; Siegel, J. S. Tetrahedron Lett. 1995, 36, 3489-3490.
16. 16. Lewis, J.; O'Donoghue, T. D. J. Chem. Soc., Dalton Trans. 1980, 736-742.
17. 17. Yamada, M.; Nakamura, Y.; Kuroda, S.; Shimao, I. Bull. Chem. Soc. Jpn. 1990, 63, 2710-2712
18. 18. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
19. 19. Takahashi, S.; Kuroyama, Y.; Sonogashira, K.; Hagihara, N. Synth. 1980, 627-630.
20. 20. Lehn, J.-M.; Rigault, A.; Siegel, J.; Harrowfield, J.; Chevrier, B.; Moras, D. Proc. Natl. Acad. Sci. USA 1987, 8, 2565-2569.
21. 21. Dietrich-Buchecker, C. O.; Sauvage, J.-P.; De Cian, A.: Fischer, J. J. Chem. Soc., Chem. Commun. 1994, 2231-2232.
22. 22. Piguet, P.; Bernardinelli, G.; Hopfgartner, G. Chem. Rev. 1997, 97, 2005-62.
23. 23. Youinou, M.-T.; Rahmouni, N.; Fischer, J.; Osborn, J. A. Angew. Chem. Int. Ed. Engl. 1992, 31, 733-735.
24. 24. Krämer, R.: Lehn, J.-M.; De Cian, A.; Fischer, J. Angew. Chem. Int. Ed. Engl. 1993, 31, 703-706.
25. 25. Baxter, P. N. W.; Hanan, G. S.; Lehn, J.-M. Chem. Comm. 1996, 2019-2020
26. 26. Hasenknopf, B.; Lehn, J.-M.; Kneisel, B. O.; Baum, G.; Fenske, D. Angew. Chem. Int. Ed. Engl. 1996, 35, 1838-1840.