Abstract
A new fluorous nano-palladium catalyst was prepared and characterized. The catalytic activity of the catalyst has been evaluated for the Suzuki reaction of aryl halides and aryl boronic acids to afford the corresponding products in high yields. The reaction proceeded smoothly in the presence of 0.1 mol% catalyst in EtOH/H2O at room temperature. In addition, the catalyst could be recovered by fluorous liquid–liquid separation and reused for three times without significant loss of activity.
Graphical Abstract
The Suzuki reaction catalyzed by a new fluorous nano-palladium catalyst to afford the products in high yields at room temperature has been described. The catalyst can be recovered by fluorous liquid–liquid separation and reused for several times without significant loss of activity.
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Hassan J, Sévignon M, Gozzi C, Schulz E, Lemaire M (2002) Chem Rev 102:1359
Suzuki A (1999) J Organomet Chem 576:147
Miyaura N, Suzuki A (1995) Chem Rev 95:2457
Bellina F, Carpita A, Rossi R (2004) Synthesis 2419
Horton DA, Bourne GT, Smythe LM (2003) Chem Rev 103:893
Baudoin O, Gueritte F (2003) Stud Nat Prod Chem 29:355
Lightowler S, Hird M (2005) Chem Mater 17:5538
Kertesz M, Choi CH, Yang S (2005) Chem Rev 105:3448
Mei X, Wolf C (2006) J Am Chem Soc 128:13326
Barder TE, Walker SD, Martinelli JR, Buchwald SL (2005) J Am Chem Soc 127:4685
Herrmann WA (2002) Angew Chem Int Ed 41:1290
Zim D, Nobre SM, Monteiro AL (2008) J Mol Catal A Chem 287:16
Al-Hashimi M, Qazi A, Sullivan AC, Wilson JRH (2007) J Mol Catal A Chem 278:160
Dai MJ, Liang B, Wang CH, You ZJ, Xiang J, Dong GB, Chen JH, Yang Z (2004) Adv Synth Catal 346:1669
Yang D, Chen YC, Zhu NY (2004) Org Lett 6:1577
Chen W, Li R, Li BJ, Chen YC, Wu Y, Ding LS, Yang D (2006) Eur J Org Chem 1177
Grasa GA, Singh R, Stevens ED, Nolan SP (2003) J Organomet Chem 687:269
Buchmeiser MR, Wurst K (1999) J Am Chem Soc 121:11101
Gossage PA, Jenkins HA, Yadav PN (2004) Tetrahedron Lett 45:7689
Gupta AK, Song CH, Oh CH (2004) Tetrahedron Lett 45:4113
Park SB, Alper H (2003) Org Lett 5:3209
Deng W, Wang YF, Zou Y, Liu L, Guo QX (2004) Tetrahedron Lett 45:2311
Liu HQ, Wang L, Ph Li (2008) Synthesis 15:2405
Croxtall B, Hope EG, Stuart AM (2003) Chem Commun 2003:2430
Matsugi M, Curran DP (2005) J Org Chem 70:1636
Molnár Á (2011) Chem Rev 111:2251
Bernini R, Cacchi S, Fabrizi G, Forte G, Petrucci F, Prastaro A, Niembro S, Shafird A, Vallribera A (2010) Green Chem 12:150
Bernini R, Cacchi S, Fabrizi G, Forte G, Petrucci F, Prastaro A, Niembro S, Shafird A, Vallribera A (2009) Org Biomol Chem 7:2270
Yu MS, Curran DP, Nagashima T (2005) Org Lett 7:3677
Chu Q, Yua MS, Curran DP (2007) Tetrahedron 63:9890
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Wan, L., Cai, C. An Efficient and Recyclable Fluorous Palladium Catalyst for the Room-Temperature Suzuki Reaction. Catal Lett 141, 839–843 (2011). https://doi.org/10.1007/s10562-011-0609-z
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DOI: https://doi.org/10.1007/s10562-011-0609-z