Palladium Nanoclusters Supported on Propylurea‐Modified Siliceous Mesocellular Foam for Coupling and Hydrogenation Reactions

Chemistry - A European Journal - Tập 14 Số 10 - Trang 3118-3125 - 2008
Nandanan Erathodiyil1, Samuel Ooi1, Abdul Majeed Seayad1, Yu Han1, Su Seong Lee1, Jackie Y. Ying1
1Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669, Singapore

Tóm tắt

AbstractThis paper describes the synthesis, characterization and applications of palladium (Pd) nanoparticles supported on siliceous mesocellular foam (MCF). Pd nanoparticles of 2–3 nm and 4–6 nm were used in reactions involving molecular hydrogen (such as hydrogenation of double bonds and reductive amination), transfer hydrogenation of ketones and epoxides, and coupling reactions (such as Heck and Suzuki reactions). They successfully catalyzed all these reactions with excellent yield and selectivity. This heterogeneous catalyst was easily recovered by filtration, and recycled several times without any significant loss in activity and selectivity. The palladium leaching in the reactions was determined to be much less than the FDA‐approved limit of 5 ppm. Furthermore, the catalyst can be stored and handled under normal atmospheric conditions. This immobilized catalyst allows for ease of recovery/reuse and minimization of waste generation, which are of great interest in the development of green chemical processes.

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Tài liệu tham khảo

10.1126/science.291.5501.48

 

10.1021/cen-v083n039.p046

10.1021/cen-v083n018.p036

10.1021/cen-v083n039.p046

 

10.1021/ol049429b

10.1002/1521-3757(20020715)114:14<2714::AID-ANGE2714>3.0.CO;2-M

10.1002/1521-3773(20020715)41:14<2602::AID-ANIE2602>3.0.CO;2-3

10.1021/cr010343v

10.1021/cr0103874

10.1039/b208545n

10.1021/op050039u

10.1002/1521-3757(20010917)113:18<3577::AID-ANGE3577>3.0.CO;2-T

10.1002/1521-3773(20010917)40:18<3469::AID-ANIE3469>3.0.CO;2-T

 

10.1021/op050227k

Anastas P. T., 1998, Green Chemistry: Theory and Practice

10.1039/a807961g

 

10.1002/adsc.200404071

10.1021/op034072x

 

1998, Metal‐Catalyzed Cross‐Coupling Reactions

2002, Handbook of Organopalladium Chemistry for Organic Synthesis

 

Macquarrie D., 2002, Handbook of Green Chemistry and Technology

10.1126/science.297.5582.807

10.1039/b502713f

 

10.1246/bcsj.44.581

10.1021/jo00979a024

10.1039/b507375h

10.1039/b311268n

10.1039/b406719n

10.1016/S1381-1169(01)00146-7

 

10.1016/j.apcata.2004.08.033

10.1039/a705104b

10.1021/ja971637u

10.1021/ja0113450

10.1016/j.jcat.2004.12.023

10.1016/S1381-1169(01)00143-1

10.1021/ol0708121

10.1021/cm062554s

10.1039/b615761k

10.1039/b616486b

10.1021/cm062526

10.1002/smll.200600402

10.1021/ol070290p

10.1246/cl.2007.422

 

10.1021/ol025790r

10.1002/adsc.200404270

10.1002/adsc.200404264

Krauter J. G. E., 2003, Chem. Ind., 89, 379

 

10.1016/S1381-1169(01)00436-8

10.1021/jo020296m

 

10.1021/ja983218i

10.1021/cm991097v

10.1021/la000660h

10.1021/la046918b

10.1002/ange.200460892

10.1002/anie.200460892

 

10.1021/cm0520618

10.1021/cm063050x

 

Miyura N., 1995, Chem. Rev., 95, 2457, 10.1021/cr00039a007

10.1021/cr000664r

10.1016/S0022-328X(98)01055-9

practice “Fine chemicals: Suzuki‐coupling chemistry takes hold in commercial, 2004, Chem. Eng. News, 82, 49

 

10.1021/jo0517904

10.1021/ol0358509

10.1039/b200677b

10.1039/b305713e