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Synlett 2005(12): 1861-1864
DOI: 10.1055/s-2005-871566
DOI: 10.1055/s-2005-871566
LETTER
© Georg Thieme Verlag Stuttgart · New York
PEG-Supported Imidazolium Chloride: A Highly Efficient and Reusable Reaction Medium for the Heck Reaction
Weitere Informationen
Received
28 February 2005
Publikationsdatum:
22. Juni 2005 (online)
Publikationsverlauf
Publikationsdatum:
22. Juni 2005 (online)
Abstract
Pd(OAc)2 in [PEGmim][Cl] constituted a highly efficient and recyclable catalytic system for the Heck reaction of aryl bromides and activated aryl chlorides in the absence of ligands.
Key words
Heck reaction - ionic liquids - PEG
-
1a
Bräse S.Meijere A. In Metal-Catalyzed Cross-Coupling Reactions Diederich F., Stang P. J., Wiley-VCH; Weinheim: 1998. p.99-166 -
1b
Beletskaya IP.Cheprakov AV. Chem. Rev. 2000, 100: 3009 -
1c
Dounay AB.Overman LE. Chem. Rev. 2003, 103: 2945 -
2a
Littke AF.Fu GC. Angew. Chem. Int. Ed. 2002, 41: 4176 -
2b
Cornils B.Herrmann WA. Applied Homogeneous Catalysis with Organometallic Compounds VCH; Weinheim: 1996. -
2c
Beller M.Bolm C. Transition Metals for Organic Synthesis Wiley-VCH; Weinheim: 1998. -
3a
Zhao F.Bhanage BM.Shirai M.Arai M. Chem.-Eur. J. 2000, 6: 843 -
3b
Bhanage BM.Shirai M.Arai M. J. Mol. Catal. A: Chem. 1999, 145: 69 -
3c
Varma RS.Naicker KP.Leisen PJ. Tetrahedron Lett. 1999, 40: 2075 -
3d
Biffis A.Zecca M.Basato M. Eur. J. Inorg. Chem. 2001, 1131 -
3e
Djakovitch L.Koehler K. J. Am. Chem. Soc. 2001, 123: 5990 -
3f
Djakovitch L.Koehler K. J. Mol. Catal. A: Chem. 1999, 142: 275 -
3g
Biffis A.Zecca M.Basato M. J. Mol. Catal. A: Chem. 2001, 173: 249 -
3h
Augustine RL.Buchmeiser MR.Schareina T.Kempe R.Wurst K. J. Organomet. Chem. 2001, 634: 39 -
3i
Li J.Mau AW.-H.Strauss CR. Chem. Commun. 1997, 1275 -
3j
Tonks L.Anson MS.Hellgardt K.Mirza AR.Thompson DF.Williams JMJ. Tetrahedron Lett. 1997, 38: 4319 -
4a
Reetz MT.de Vries JG. Chem. Commun. 2004, 1559 -
4b
Klingelhofer S.Heitz W.Greiner A.Oestreich S.Forster S.Antonietti M. J. Am. Chem. Soc. 1997, 119: 10116 -
4c
Li Y.Hong XM.Collard DM.El-Sayed MA. Org. Lett. 2000, 2: 2385 -
4d
Pham-Huu C.Keller N.Charbonniere LJ.Ziessel R.Ledoux MJ. Chem. Commun. 2000, 1871 -
4e
Choudary BM.Chowdari NS.Jyothi K.Kumar NS.Kantam ML. Chem. Commun. 2002, 586 -
4f
Kiraly Z.Veisz B.Mastalir A.Razga Z.Dekany I. Chem. Commun. 1999, 1925 -
4g
Reetz MT.Westermann E. Angew Chem. Int. Ed. 2000, 39: 165 -
5a
Gruber AS.Zim D.Ebeling G.Monteiro AL.Dupont J. Org. Lett. 2000, 2: 1287 -
5b
Bergbreiter DE.Osburn PL.Wilson A.Sink EM. J. Am. Chem. Soc. 2000, 122: 9058 -
5c
Gruber AS.Pozebon D.Monteiro L.Dupont J. Tetrahedron Lett. 2001, 42: 7345 -
6a
Consorti CS.Zanini ML.Leal S.Ebeling G.Dupont J. Org. Lett. 2003, 5: 983 -
6b
Beletskaya IP.Kashin AN.Karlstedt NB.Mitin AV.Cheprakov AV.Kazankov GM. J. Organomet. Chem. 2001, 622: 89 -
6c
Yao Q.Kinney EP.Yang Z. J. Org. Chem. 2003, 68: 7528 -
6d
Rocaboy C.Gladysz JA. Org. Lett. 2002, 4: 1993 -
7a
Bourissou D.Guerret O.Gabba FP.Bertrand CB. Chem. Rev. 2000, 100: 39 -
7b
Herrmann WA. Angew. Chem. Int. Ed. 2002, 41: 1290 -
7c
Nolan SP.Lee HM.Yang C. Org. Lett. 2001, 3: 1511 -
7d
Regitz M. Angew. Chem., Int. Ed. Engl. 1996, 35: 725 -
8a
Hussey CL.Quigley R.Seddon KR. Inorg. Chem. 1995, 34: 370 -
8b
Welton T. Chem. Rev. 1999, 99: 2071 -
8c
Wasserscheid P.Keim W. Angew. Chem. Int. Ed. 2000, 39: 3773 -
8d
Dupont J.de Souza RF.Suarez PAZ. Chem. Rev. 2002, 102: 3667 -
9a
Jeffery T. Tetrahedron 1996, 52: 10113 -
9b
Kaufmann DE.Nouroozian M.Henze H. Synlett 1996, 1091 -
9c
Calo V.Nacci A.Monopoli A.Lopez L.Cosmo A. Tetrahedron 2001, 57: 6071 -
9d
Silberg J.Schareina T.Kempe R.Wurst K.Buchmeiser MR. J. Organomet. Chem. 2001, 622: 6 -
9e
Boehm VPW.Gstoettmayr CWK.Weskamp T.Herrmann WA. J. Organomet. Chem. 2000, 595: 186 -
9f
Bouquillon S.Ganchegui B.Estrine B.Henin F.Muzart J. J. Organomet. Chem. 2001, 634: 153 -
9g
Choudary BM.Madhi S.Chowdari NS.Kantam ML.Sreedhar B. J. Am. Chem. Soc. 2002, 124: 14127 -
9h
Park SB.Alper H. Org. Lett. 2003, 5: 3209 -
9i
Xiao JC.Twamley B.Shreeve JM. Org. Lett. 2004, 6: 3845 -
9j
Hagiwara H.Sugawara Y.Isobe K.Hoshi T.Suzuki T. Org. Lett. 2004, 6: 2325 -
9k
Liu SF.Fukuyama T.Sato M.Ryu I. Synlett 2004, 1814 - 10
Boehm VP.Herrmann WA. Chem.-Eur. J. 2000, 6: 1017 -
11a
Mehnert CP.Cook RA.Dispenziere NC.Afeworki M. J. Am. Chem. Soc. 2002, 124: 12932 -
11b
Kim DW.Chi DY. Angew. Chem. Int. Ed. 2004, 43: 483 -
11c
Mehnert CP.Mozeleski EJ.Cook RA. Chem. Commun. 2002, 3010 -
11d
Handy ST.Okello M.Dickenson G. Org. Lett. 2003, 5: 2513 -
12a
Heldebrant DJ.Jessop PG. J. Am. Chem. Soc. 2003, 125: 5600 -
12b
Chandrasekhar S.Narsihmulu C.Sultana SS.Reddy NR. Chem. Commun. 2003, 1716 -
13a
Chandrasekhar S.Narsihmulu Ch.Sultana SS.Reddy NR. Org. Lett. 2002, 4: 4399 -
13b
Luo C.Zhang Y.Wang Y. J. Mol. Catal. A: Chem. 2005, 229: 7 - 14
Lin XF.Zhang J.Cui SL.Wang YG. Synthesis 2003, 1569 - 15
Schwarz J.Boehm VPW.Gardiner MG.Grosche M.Herrmann WA.Hieringer W.Raudaschl-Sieber G. Chem.-Eur. J. 2000, 6: 1773 -
16a
Zhang C.Huang J.Trudell ML.Nolan SP. J. Org. Chem. 1999, 64: 3804 -
16b
Lee HM.Nolan SP. Org. Lett. 2000, 2: 2053 -
16c
Herrmann WA.Boehm VPW. J. Organomet. Chem. 1999, 572: 141 -
16d
Huang J.Grasa G.Nolan SP. Org. Lett. 1999, 1: 1307 -
16e
Carmichael AJ.Earle MJ.Holbrey JD.McCormac PB.Seddon KR. Org. Lett. 1999, 1: 997 -
16f
Xu L.Chen W.Xiao J. Organometallics 2000, 19: 1123 -
16g
Yang C.Nolan SP. Synlett 2001, 1539