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Synfacts 2016; 12(11): 1207
DOI: 10.1055/s-0036-1589340
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Shape-Selective Mesoporous Silicalite-Encapsulated Palladium Catalyst

Contributor(s):
Yasuhiro Uozumi
,
Takuma Sato
,
Aya Ohno
Cui T.-L, Ke W.-Y, Zhang W.-B, Wang H.-H, Li X.-H, * Chen J.-S. * Shanghai Jiao Tong University, P. R. of China
Encapsulating Palladium Nanoparticles inside Mesoporous MFI Zeolite Nanocrystals for Shape-Selective Catalysis.

Angew. Chem. Int. Ed. 2016;
55: 9178-9182
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Publication History

Publication Date:
18 October 2016 (online)

 
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Key words

palladium catalysis - nanoparticles - zeolite catalysis - shape-selective catalysis - oxidation - hydrogenation

Significance

Palladium nanoparticles encapsulated in mesoporous silicalite-1 (Pd@S1; pore size 5.3 × 5.6 Å, 1.7 wt% Pd) were prepared for use as a shape-selective catalyst. Reduction of nitrobenzene (1a) by NaBH4, oxidation of benzyl alcohol (3a) under O2, and the Suzuki–Miyaura ­coupling of iodobenzene (5a) with 4-methoxyphenylboronic acid proceeded in the presence of Pd@S1 to give the corresponding products 2a, 4a, and 6a in 93–94% yield. Under similar conditions, the reactions of substrates with larger molecular size (1b, 3b, and 5b) gave the corresponding products in less than 4% yield.


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Comment

The selectivity of the catalysis was evaluated by using Pd/C as catalyst as a control instead of Pd@S1 under similar conditions. Reduction of 1a,b, the oxidation of 3a,b, and the ­Suzuki–Miyaura coupling of 5a,b with 4-methoxyphenylboronic acid proceeded in the presence of Pd/C to give the corresponding products 2a,b, 4a,b, and 6a,b in 55–99% yield. In the coupling reaction of 5a with 4-methoxyphenylboronic acid, Pd@S1 was reused fourteen times without significant loss of its catalytic activity.


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