Nanocrystalline Magnesium Oxide‐Stabilized Palladium(0): An Efficient and Reusable Catalyst for Suzuki and Stille Cross‐Coupling of Aryl Halides

Advanced Synthesis and Catalysis - Tập 347 Số 15 - Trang 2002-2008 - 2005
M. Lakshmi Kantam1, Sarabindu Roy1, Moumita Roy1, B. Sreedhar1, B. M. Choudary2
1Indian Institute of Chemical Technology, Hyderabad, 500007, India, Fax: (+91)-40-27160921
2Ogene Systems (I) Pvt. Ltd, Hyderabad 500 037, India

Tóm tắt

AbstractA nanocrystalline magnesium oxide‐stabilized palladium(0) catalyst is prepared by counterion stabilization of PdCl42− with nanocrystalline MgO followed by reduction. This ligand‐free heterogeneous nanocrystalline MgO‐stabilized nanopalladium [NAPMgPd(0)] catalyst using the basic MgO in place of basic ligands exhibits excellent activity in Suzuki and Stille cross‐coupling of haloarenes (chloro, bromo and iodo) to afford the unsymmetrical biaryls. The catalyst is quantitatively recovered by simple filtration and reused for four cycles with almost consistent activity.

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Tài liệu tham khảo

Recent papers on Suzuki coupling see:

10.1007/3-540-45313-X_2

10.1021/cr000664r

10.1016/S0040-4020(02)01188-2

10.1039/b311268n

10.1002/ange.200390334

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10.1039/b211329e

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10.1002/ange.200290035

2002, Angew. Chem. Int. Ed., 41

10.1002/1521-3757(20001117)112:22<4315::AID-ANGE4315>3.0.CO;2-L

10.1002/1521-3773(20001117)39:22<4153::AID-ANIE4153>3.0.CO;2-T

Recent papers on Stille coupling reaction: see:

10.1021/ol0495927

10.1021/jo048066q

10.1021/jo0347056

10.1021/ja0450096

Recent examples on external ligand free catalytic system see:

10.1021/ol015850d

10.1021/la0348822

10.1039/b009190l

10.1021/ja026975w

Sajiki H., 2005, Synthesis, 04, 537

10.1039/b506129f

10.1039/B309307G

10.1016/S0040-4039(00)01472-6

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10.1002/adsc.200404112

10.1021/la0200921

10.1002/0471220620

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ESCA of Pd:

10.1021/ic50108a020

10.1039/a808507b

10.1016/0021-9517(78)90013-1

ForpMeC6H4Br and PhB(OH)2coupling using NAPMgPd(0) (0.5 mol %) in water at ambient temperature; GC yield of 4‐methylbiphenyl for K2CO3(98%) K3PO4(88%) KF (92%) NaOH (94%) Et3N (83%) Cs2CO3(75%).

Recent papers on CC coupling reactions catalyzed by Pd species in the liquid phase coming from a solid Pd catalyst:

10.1002/(SICI)1521-3765(20000303)6:5<843::AID-CHEM843>3.0.CO;2-G

10.1016/S1381-1169(01)00436-8

10.1002/anie.200353473

10.1002/adsc.200404331

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Advanced Synthesis and Catalysis

Tập 347 Số 15

2002-2008

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