Organostannoxane-Supported Palladium Nanoparticles. Highly Efficient Catalysts for Suzuki-Coupling Reactions

A phosphine-rich hexameric organostannoxanne, [n-BuSn(O)COOL]6 (PDrum; L = p-PPh2-C6H4−), has been synthesized by a 6:6 reaction between [n-BuSn(O)OH] n and p-Ph2PC6H4COOH. 119Sn{1H} NMR of PDrum revealed a single resonance at −481.0 ppm, indicating that it possesses the characteristic drum structur...

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Bibliographic Details
Published in:Organometallics 2009-10, Vol.28 (20), p.5883-5888
Main Authors: Chandrasekhar, Vadapalli, Suriya Narayanan, Ramakirushnan, Thilagar, Pakkirisamy
Format: Article
Language:English
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Summary:A phosphine-rich hexameric organostannoxanne, [n-BuSn(O)COOL]6 (PDrum; L = p-PPh2-C6H4−), has been synthesized by a 6:6 reaction between [n-BuSn(O)OH] n and p-Ph2PC6H4COOH. 119Sn{1H} NMR of PDrum revealed a single resonance at −481.0 ppm, indicating that it possesses the characteristic drum structure that is well-known among organostannoxanes. Reduction of PdCl2 with NaBH4 in the presence of PDrum afforded a palladium nanocomposite, NP-1. HRTEM of NP-1 indicates that the average nanoparticle size is about 3 nm. The latter has been shown to be very effective in mediating Suzuki-coupling reactions involving a number of different substrates. NP-1 can be recycled, and HRTEM analysis of the used catalyst reveals some agglomeration. Treatment of NP-1 with n-hexane and cooling to −25 °C afforded another palladium nanocomposite, NP-2. The latter also is very effective in catalyzing the Suzuki-coupling reaction. HRTEM of NP-2 shows an average nanoparticle size of about 4.3 nm, which remains nearly unchanged even after catalysis. NP-2 is a composite also containing some amounts of SnO2.
ISSN:0276-7333
1520-6041
DOI:10.1021/om900487h