Abstract
Pd–Ni bimetallic nanoparticles (BMNPs) supported on ZrO2 were prepared by an impregnation–reduction method. The BMNPs showed excellent catalytic performance in Suzuki carbon–carbon cross-coupling reactions and almost quantitative conversion of the substrates was obtained under mild conditions in the absence of ligand. The excellent catalytic performance of the bimetallic catalyst could be a result of the synergistic effect between the two metal components. The catalyst showed outstanding recyclability during the reaction process; no obvious decrease in catalytic performance was observed after five cycles.
References
1.
Kotha S.
,
Lahiri K.
, and
Kashinath D.
, Tetrahedron , 2002 , 58 , 9633 .
2.
Lei P.
,
Meng G.
, and
Szostak M.
, ACS Catal. , 2017 , 7 , 1960 .
3.
Liu C.
,
Liu Y.
,
Liu R.
,
Lalancette R.
,
Szostak R.
, and
Szostak M.
, Org. Lett. , 2017 , 19 , 1434 .
4.
Fihri A.
,
Bouhrara M.
,
Nekoueishahraki B.
,
Basset J.M.
, and
Polshettiwar V.
, Chem. Soc. Rev. , 2011 , 40 , 5181 .
5.
Nasrollahzadeh M.
,
Azarian A.
,
Maham M.
, and
Ehsani A.
, J. Ind. Eng. Chem. , 2015 , 21 , 746 .
6.
Salemi H.
,
Kaboudin B.
,
Kazemi F.
, and
Yokomatsu T.
, RSC Adv. , 2016 , 6 , 52656 .
7.
Zhao H.
,
Li L.
,
Wang Y.
, and
Wang R.
, Sci. Rep. , 2014 , 4 , 5478 .
8.
Zhang J.-w.
,
Lu G.-p.
, and
Cai C.
, Catal. Commun. , 2016 , 84 , 25 .
9.
Wu Y.
,
Wang D.
,
Zhao P.
,
Niu Z.
,
Peng Q.
, and
Li Y.
, Inorg. Chem. , 2011 , 50 , 2046 .
10.
Sengupta D.
,
Saha J.
,
De G.
, and
Basu B.
, J. Mater. Chem. A , 2014 , 2 , 3986 .
11.
Shaabani A.
, and
Mahyari M.
, J. Mater. Chem. A , 2013 , 1 , 9303 .
12.
Xiang J.
,
Li P.
,
Chong H.
,
Feng L.
,
Fu F.
,
Wang Z.
,
Zhang S.
, and
Zhu M.
, Nano Res. , 2014 , 7 , 1337 .
13.
Liu M.
,
Zhu X.
,
Wu L.
,
Zhou X.
,
Li J.
, and
Ma J.
, RSC Adv. , 2015 , 5 , 38264 .
14.
Fu F.
,
Xiang J.
,
Cheng H.
,
Cheng L.
,
Chong H.
,
Wang S.
,
Li P.
,
Wei S.
,
Zhu M.
, and
Li Y.
, ACS Catal. , 2017 , 7 , 1860 .
15.
Guo F.-c.
,
Zhou R.
,
Jiang Z.-j.
,
Wang W.
,
Fu H.-y.
,
Zheng X.-l.
,
Chen H.
, and
Li R.-x.
, Catal. Commun. , 2015 , 66 , 87 .
16.
Anderson K.W.
, and
Buchwald S.L.
, Angew. Chem., Int. Ed. , 2005 , 44 , 6173 .
17.
Akkoç M.
,
İmik F.
,
Yaşar S.
,
Dorcet V.
,
Roisnel T.
,
Bruneau C.
, and
Özdemir İ.
, ChemistrySelect , 2017 , 2 , 5729 .
18.
Cornelio B.
,
Laronze-Cochard M.
,
Ceruso M.
,
Ferraroni M.
,
Rance G.A.
,
Carta F.
,
Khlobystov A.N.
,
Fontana A.
,
Supuran C.T.
, and
Sapi J.
, J. Med. Chem. , 2016 , 59 , 721 .
19.
Chaudhary A.R.
, and
Bedekar A.V.
, Appl. Organomet. Chem. , 2012 , 26 , 430 .
20.
Fodor A.
,
Hell Z.
, and
Pirault-Roy L.
, Appl. Catal., A , 2014 , 484 , 39 .
21.
Sabaqian S.
,
Nemati F.
,
Nahzomi H.T.
, and
Heravi M.M.
, Carbohydr. Polym. , 2017 , 177 , 165 .
22.
Bahadori M.
,
Tangestaninejad S.
,
Moghadam M.
,
Mirkhani V.
,
Mechler A.
,
Mohammadpoor-Baltork I.
, and
Zadehahmadi F.
, Microporous Mesoporous Mater. , 2017 , 253 , 102 .
23.
Xu W.
,
Sun H.
,
Yu B.
,
Zhang G.
,
Zhang W.
, and
Gao Z.
, ACS Appl. Mater. Interfaces , 2014 , 6 , 20261 .
24.
Astruc D.
,
Lu F.
, and
Aranzaes J.R.
, Angew. Chem., Int. Ed. , 2005 , 44 , 7852 .
25.
Wang D.
, and
Li Y.
, Adv. Mater. , 2011 , 23 , 1044 .
26.
Gilroy K.D.
,
Ruditskiy A.
,
Peng H.C.
,
Qin D.
, and
Xia Y.
, Chem. Rev. , 2016 , 116 , 10414 .
27.
Sankar M.
,
Dimitratos N.
,
Miedziak P. J.
,
Wells P.P.
,
Kiely C.J.
, and
Hutchings G.J.
, Chem. Soc. Rev. , 2012 , 41 , 8099 .
28.
Melo C.I.
,
Szczepańska A.
,
Bogel-Łukasik E.
,
Nunes da Ponte M.
, and
Branco L.C.
, ChemSusChem , 2016 , 9 , 1081 .
29.
Wang D.
,
Peng Q.
, and
Li Y.
, Nano. Res. , 2010 , 3 , 574 .
30.
Wang Z.-J.
,
Lv J.-J.
,
Feng J.-J.
,
Li N.
,
Xu X.
,
Wang A.-J.
, and
Qiu R.
, RSC Adv. , 2015 , 5 , 28467 .
31.
Rai R.K.
,
Gupta K.
,
Behrens S.
,
Li J.
,
Xu Q.
, and
Singh S.K.
, ChemCatChem , 2015 , 7 , 1806 .
32.
Dhital R.N.
,
Kamonsatikul C.
,
Somsook E.
,
Bobuatong K.
,
Ehara M.
,
Karanjit S.
, and
Sakurai H.
, J. Am. Chem. Soc. , 2012 , 134 , 20250 .
33.
Zhang J.-w.
,
Cai Y.
,
Lu G.-p.
, and
Cai C.
, Green Chem. , 2016 , 18 , 6229 .
34.
Notar Francesco I.
,
Fontaine-Vive F.
, and
Antoniotti S.
, ChemCatChem , 2014 , 6 , 2784 .
35.
Sarina S.
,
Zhu H.
,
Jaatinen E.
,
Xiao Q.
,
Liu H.
,
Jia J.
,
Chen C.
, and
Zhao J.
, J. Am. Chem. Soc. , 2013 , 135 , 5793 .
36.
Furuya T.
,
Kaiser H.M.
,
Ritter T.
, Angew. Chem., Int. Ed. , 2008 , 47 , 5993 .
37.
Li Y.
,
Ding Y.-J.
,
Wang J.-Y.
,
Su Y.-M.
, and
Wang X.-S.
, Org. Lett. , 2013 , 15 , 2574 .