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  • Bifunctional mesoporous silica nanoparticles as cooperative catalysts for the Tsuji-Trost reaction--tuning the reactivity of silica nanoparticles.

Bifunctional mesoporous silica nanoparticles as cooperative catalysts for the Tsuji-Trost reaction--tuning the reactivity of silica nanoparticles.

Chemical communications (Cambridge, England) (2013-02-09)
Arne T Dickschat, Frederik Behrends, Sabrina Surmiak, Mark Weiss, Hellmut Eckert, Armido Studer
ABSTRACT

Bifunctional mesoporous silica nanoparticles (MSNs) bearing Pd-complexes and additional basic sites were prepared and tested as cooperative active catalysts in the Tsuji-Trost allylation of ethyl acetoacetate. Functionalization of the MSNs was realized by postmodification using click-chemistry. The selectivity of mono versus double allylation was achieved by control of reaction temperature and the nature of the catalyst.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ethyl acetoacetate, Arxada quality, ≥99.0% (GC)
Sigma-Aldrich
Ethyl acetoacetate, natural, ≥97%, FG
Sigma-Aldrich
Ethyl acetoacetate, ReagentPlus®, 99%
Sigma-Aldrich
Ethyl acetoacetate, puriss. p.a., ≥99.0% (GC)
Sigma-Aldrich
Ethyl acetoacetate, ≥99%, FCC, FG