Intramolecular aryl-aryl coupling of fluoroarenes through Al 2O 3-mediated HF elimination

Journal of Organic Chemistry

Volumn 77, Issue 12, 2012, Pages 5445-5448

  Amsharov, K Yu ^a   Merz, P ^a  

^a MAX PLANCK INSTITUT FÜR FESTKÖRPERFORSCHUNG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ARYL-ARYL COUPLING; C-C BOND FORMATION; C-F BONDS; FACILE SYNTHESIS; FLUOROARENES; ORGANIC CHEMISTRY;

FLUORINE; FUNCTIONAL GROUPS; POLYCYCLIC AROMATIC HYDROCARBONS;

CHEMICAL BONDS;

ALUMINUM OXIDE; CHEMICAL COMPOUND; FLUOROARENE DERIVATIVE; HYDROCARBON; UNCLASSIFIED DRUG;

ARTICLE; ARYL ARYL COUPLING; CHEMICAL BOND; CHEMICAL REACTION; ORGANIC CHEMISTRY;

EID: 84862523229     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo300783y     Document Type: Article

References (22)

1. Amii, H.; Uneyama, K. Chem. Rev. 2009, 109, 2119-2183
2. Kiplinger, J. L.; Richmond, T. G.; Osterberg, C. E. Chem. Rev. 1994, 94, 373-431
3. Sun, A. D.; Love, J. A. Dalton Trans. 2010, 39, 10362-10374
4. Amsharov, K. Yu.; Kabdulov, M.; Jansen, M. Eur. J. Org. Chem. 2009, 36, 6328-6335
5. Amsharov, K. Yu.; Kabdulov, M.; Jansen, M. Chem.-Eur. J. 2010, 16, 5868-5871
6. Douvris, C.; Ozerov, O. V. Science 2008, 321, 1188-1190
7. Allemann, O.; Duttwyler, S.; Romanato, P.; Baldridge, K. K.; Siegel, J. S. Science 2011, 332, 574-577
8. Amsharov, K. Yu.; Kabdulov, M.; Jansen, M. Angew. Chem., Int. Ed. 2012, 51 (19) 4594-4597
9. Strobach, D. R.; Boswell, G. A. J. Org. Chem. 1971, 36 (6) 818-820
10. Scott, L. T. Angew. Chem., Int. Ed. 2004, 43, 4994-5007 and references cited herein
11. Scott, L. T.; Boorum, M. M.; McMahon, B. J.; Hagen, S.; Mack, J.; Blank, J.; Wegner, H.; de Meijere, A. Science 2002, 295, 1500-1503
12. Otero, G.; Biddau, G.; Sanchez-Sanchez, C.; Caillard, R.; Lopez, M. F.; Rogero, C.; Palomares, F. J.; Cabello, N.; Basanta, M. A.; Ortega, J.; Mendez, J.; Echavarren, A. M.; Perez, R.; Gomez-Lor, B.; Martin-Gago, J. A. Nature 2008, 454, 865-868
13. Amsharov, K. Y.; Jansen, M. J. Org. Chem. 2008, 73, 2931-2934
14. Amsharov, K. Y.; Jansen, M. Chem. Commun. 2009, 2691-2693
15. Amsharov, K. Y.; Abdurakhmanova, N.; Stepanow, S.; Rauschenbach, S.; Jansen, M.; Kern, K. Angew. Chem., Int. Ed. 2010, 49, 9392-9396
16. Hill, T. J.; Hughes, R. K.; Scott, L. T. Tetrahedron 2008, 64, 11360-11369
17. Mueller, A.; Amsharov, K. Y.; Jansen, M. Tetrahedron Lett. 2010, 51, 3221-3225
18. Scott, L. T.; Jackson, E. A.; Zhang, Q.; Steinberg, B. D.; Bancu, M.; Li, B. J. Am. Chem. Soc. 2012, 134, 107-110
19. Zhi, L.; Mullen, K. J. Mater. Chem. 2008, 18, 1472-1484 and references cited therein
20. Cai, J.; Ruffieux, P.; Jaafar, R.; Bieri, M.; Braun, T.; Blankenburg, S.; Muoth, M.; Seitsonen, A. P.; Saleh, M.; Feng, X. L.; Mullen, K.; Fasel, R. Nature 2010, 466, 470-473
21. Karcher, W., Ed. Spectral Atlas of Polycyclic Aromatic Hydrocarbons; Kluwer Academic Publishers: Dordrecht, 1988.
22. Romero, C.; Peña, D.; Pérez, D.; Guitián, E. Chem.-Eur. J. 2006, 12, 5677-5684