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ChemComm
DOI: 10.1039/C6CC04855B
COMMUNICATION
Journal Name
silane was successfully transformed to dimethylphenylsilanol 13 M. Mewald, J. A. Schiffner and M. Oestreich, Angew. Chem.
Int. Ed., 2012, 51, 1763.
in 99% yield (1.11 g) where the turn over number (TON) and
-1
14 C. Wang and H. Ge, Chem. Eur. J., 2011, 17, 14371.
1
turn over frequency (TOF) were calculated as 1990 and 332 h
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5 C. Huang, B. Chattopadhyay and V. Gevorgyan, J. Am. Chem.
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that are exposed to the substrate, the TON and TOF values 16 C. Huang, N. Ghavtadze, B .Chattopadhyay and V. Gevorgyan,
–
1
reached 8844 and 1475 h respectively (see ESI). Moreover
the reaction is 98.7% atom economic and environmentally
benign.
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Scheme 1 Gram scale oxidation of phenyldimethylsilane using Au-MPBen.
2
In conclusion we have successfully developed a new, green
9
and reusable, heterogeneous bentonite-gold nanohybrid 23 K. Valliant-Saunders, E. Gunn, G. R. Shelton, D. A. Hrovat, W.
catalyst, Au-MPBen which can be prepared from readily
available cheap reagents, under mild reaction conditions
through simple processes. This nanohybrid catalyst effectively
oxidised various aromatic, aliphatic and sterically hindered
silanes to silanols in excellent yields without the formation of
disiloxanes. The present silane oxidation with Au-MPBen
catalyst is environmentally benign, 98.7% atom economic and
proceeded with low catalyst loading. This catalyst was also
applicable for the gram scale preparation of silanols. We are
currently investigating the applicability of the catalyst for other
organic transformations.
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Acknowledgements
2
2
Authors thank CSIR Network project CSC-0135 for financial
assistance. RJM thanks UGC, New Delhi for research grant. We
thank Mrs. Saumini Mathew, Mrs. S. Viji, Mr. Saran P.
Raveendran, Mr. Rakesh Gokul and Ms. Athira S. of CSIR-NIIST,
Trivandrum, for recording NMR and mass spectra. We also
thank Mr. Kiran Mohan of CSIR-NIIST, Trivandrum, for
Transmission Electron Microscopic analysis.
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