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The Sonogashira reaction catalyzed by palladium leached from ordered mesoporous carbon

Paul Handa (Institutionen för kemi- och bioteknik) ; Kjell Wikander (Institutionen för kemi- och bioteknik, Teknisk ytkemi) ; Krister Holmberg (Institutionen för kemi- och bioteknik, Teknisk ytkemi ; Kompetenscentrum katalys (KCK))
Microporous and Mesoporous Materials (1387-1811). Vol. 117 (2009), p. 126-135.
[Artikel, refereegranskad vetenskaplig]

The Sonogashira carbon–carbon coupling reaction between iodobenzene and phenylacetylene was performed using palladium nanoparticles formed directly inside the pores of ordered mesoporous carbon as catalyst. The nanoparticles were generated by two methods, a phase-transfer method and a microemulsion procedure. The coupling reaction was performed using different bases and varying amounts of palladium and the yields and reaction profiles were determined by 1H NMR. Recycling experiments were also performed and the recyclability was found to be very dependent on the choice of base. From the so-called Maitlis’ filtration test it was shown that soluble palladium species were present in solution and these were found to be active in catalyzing the coupling reaction. The degree of leaching depended on the type of base used. The results hint at the Sonogashira reaction being an example of homogeneous rather than heterogeneous catalysis, as has recently been suggested by other authors as well.



Denna post skapades 2009-01-07. Senast ändrad 2017-06-29.
CPL Pubid: 83916

 

Institutioner (Chalmers)

Institutionen för kemi- och bioteknik (2005-2014)
Institutionen för kemi- och bioteknik, Teknisk ytkemi (2005-2014)
Kompetenscentrum katalys (KCK)

Ämnesområden

Kemi
Annan kemi
Kemiteknik
Annan kemiteknik

Chalmers infrastruktur