Selective hydrosilylation of 1,3-diynes catalyzed by titania-supported platinum

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Title: Selective hydrosilylation of 1,3-diynes catalyzed by titania-supported platinum
Authors: Alonso, Francisco | Buitrago Sierra, Robison | Moglie, Yanina | Sepúlveda-Escribano, Antonio | Yus, Miguel
Research Group/s: Nuevas Metodologías en Síntesis Orgánica | Materiales Avanzados
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Departamento de Química Inorgánica
Keywords: Titania-supported platinum | Hydrosilylation | Catalyst
Knowledge Area: Química Orgánica | Química Inorgánica
Date Created: 2011
Issue Date: 6-Mar-2012
Publisher: American Chemical Society
Citation: ALONSO, Francisco, et al. "Selective hydrosilylation of 1,3-diynes catalyzed by titania-supported platinum". Organometallics. Vol. 31, No. 6 (2012). ISSN 0276-7333, pp. 2336-2342
Abstract: Titania-supported platinum (mainly as Pt(II)) has been found to effectively catalyze the hydrosilylation of 1,3-diynes at 70 °C with low catalyst loading (0.25 mol %) under solvent-free conditions. Monohydrosilylation was achieved for diaryl-substituted diynes, whereas dialkyl-substituted diynes were transformed into the corresponding dihydrosilylated products in good yields. In every case, the process was proven to be highly stereoselective, with syn addition of the silicon–hydrogen bond, and regioselective, with the silicon moiety exclusively bonded to the most internal carbon atom of the 1,3-diyne (β-E product), as confirmed by X-ray crystallography.
Sponsor: This work was generously supported by the Spanish Ministerio de Ciencia e Innovación (MICINN; CTQ2007-65218, CTQ2011-24151, and Consolider Ingenio 2010-CSD2007-00006), the Generalitat Valenciana (GV; PROMETEO/2009/002 and PROMETEO/2009/039), and FEDER. Y.M. thanks the ISO of the Universidad de Alicante for a grant. R.B. acknowledges the Universidad de Alicante, CAM, and Union Fenosa for his grant (UF2007-X9159987F).
ISSN: 0276-7333 (Print) | 1520-6041 (Online)
DOI: 10.1021/om201274v
Language: eng
Type: info:eu-repo/semantics/article
Rights: Copyright © 2012 American Chemical Society
Peer Review: si
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