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Synlett 2005(8): 1291-1295
DOI: 10.1055/s-2005-865233
DOI: 10.1055/s-2005-865233
LETTER
© Georg Thieme Verlag Stuttgart · New York
Copper- and Palladium-Containing Perovskites: Catalysts for the Ullmann and Sonogashira Reactions
Further Information
Received
3 February 2005
Publication Date:
21 April 2005 (online)
Publication History
Publication Date:
21 April 2005 (online)
Abstract
The utility of perovskite-based materials in organic synthesis is explored through examination of a series of copper- and palladium-containing perovskites in Ullmann and Sonogashira type reactions. La0.9Ce0.1Co0.6Cu0.4O3 is identified as an effective catalyst for the synthesis of a range of biaryl ether and thioether functionalities, whilst a Cu- and Pd-containing perovskite is effective in the Sonogashira reaction. These results suggest that perovskites may be useful leads in the search for new catalysts and reagents for organic synthesis.
Key words
perovskite - catalyst - Ullmann - cross-coupling - Sonogashira
- 1
Attfield JP. Int. J. Inorg. Mater. 2001, 3: 1147 - 2
Cava RJ. J. Am. Ceram. Soc. 2000, 83: 5 - 3
Ramirez AP. J. Phys.: Condens. Mat. 1997, 9: 8171 - 4
Nishihata Y.Mizuki J.Akao T.Tanaka H.Uenishi M.Kimura M.Okamoto T.Hamada N. Nature 2002, 418: 164 - 5
Smith MD.Stepan AF.Ramarao C.Brennan PE.Ley SV. Chem. Commun. 2003, 2652 - 6
Andrews SP.Stepan AF.Ley SV.Tanaka H.Smith MD. Adv. Synth. Catal. 2005, in press - 7
Raveau B.Rao CNR. Transition Metal Oxides: Structure, Properties and Synthesis of Ceramic Oxides John Wiley & Sons; Oxford: 1998. - 8
Ullmann F. Chem. Ber. 1903, 2389 - 9
Ley SV.Thomas AW. Angew. Chem. Int. Ed. 2003, 42: 5400 - 10
Nelson TD.Crouch RD. Org. React. 2004, 63: 265 - 11
Marcoux JF.Doye S.Buchwald SL. J. Am. Chem. Soc. 1997, 119: 10539 - 12
Kwong FY.Buchwald SL. Org. Lett. 2002, 4: 3517 - 13
Capdevielle P.Maumy M. Tetrahedron Lett. 1993, 34: 1007 - 14
Ma DW.Xia CF. Org. Lett. 2001, 3: 2583 - 15
Ma DW.Zhang YD.Yao JC.Wu SH.Tao FG. J. Am. Chem. Soc. 1998, 120: 12459 - 16
Sonogashira K.Tohda Y.Hagihara N. Tetrahedron Lett. 1975, 4467 - 17
Cassar L. J. Organomet. Chem. 1975, 93: 253 - 18
Dieck HA.Heck FR. J. Organomet. Chem. 1975, 93: 259 - 19
Soheili A.Albaneze-Walker J.Murry JA.Dormer PG.Hughes DL. Org. Lett. 2003, 5: 4191 - 20
Chouzier S.Gruber M.Djakovitch L. J. Mol. Catal. A: Chem. 2004, 212: 43 - 21
Saphier M.Masarwa A.Cohen H.Meyerstein D. Eur. J. Inorg. Chem. 2002, 1226 - 22
Park SB.Alper H. Chem. Commun. 2004, 1306 - 23
Novak Z.Szabo A.Repasi J.Kotschy A. J. Org. Chem. 2003, 68: 3327 - 24
Wang L.Li PH.Zhang YC. Chem. Commun. 2004, 514 - 25
Son SU.Jang Y.Park J.Na HB.Park HM.Yun HJ.Lee J.Hyeon T. J. Am. Chem. Soc. 2004, 126: 5026 - 26
Leadbeater NE.Marco M.Tominack BJ. Org. Lett. 2003, 5: 3919 - 27
Thathagar MB.Beckers J.Rothenberg G. Green Chem. 2004, 6: 215 - 28
Appukkuttan P.Dehaen W.Van der Eycken E. Eur. J. Org. Chem. 2003, 4713