Artículo
Abstract:
The relevance of radical initiation methodologies for the classical hydrosilylation reactions of organic compounds bearing C-C multiple bonds is due to the need to come up with newer and more efficient methods to effect this reaction, on account of its applications on surface chemistry. In the past, when organic solventswere employed, thermal and photochemical methods for the chain initiation reaction have been documented (thermal and photochemical decompositions of azo compounds). We herein present the dioxygen-initiation technique of the classical radical hydrosilylation reaction of C-C triple bonds with tris(trimethylsilyl)silane ((Me3Si)3SiH) in water. This initiation technique is confronted with the photochemical radical initiation in the absence of a chemical radical precursor other than the silane and also confronted with the classical thermal initiation triggered by the decomposition of an azo compound, both performed in water. The radical-based dioxygen initiation methodology studied in water is shown to afford the highest Z:E stereoselective ratios of hydrosilylated alkenes. Copyright © 2010 John Wiley and Sons, Ltd.
Registro:
| Documento: | Artículo |
| Título: | Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation |
| Autor: | Postigo, A.; Nudelman, N.S. |
| Filiación: | Faculty of Science, University of Belgrano, Villanueva 1324 CP 1426, Buenos Aires, Argentina Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 3er piso, CP1428, Buenos Aires, Argentina |
| Palabras clave: | dioxygen initiation; hydrosilylation; radical reactions in water; reaction mechanisms; tris(trimethylsilyl)silane; Azo compound; Chain initiation; Chemical radicals; Dioxygens; Efficient method; Hydrosilylation reaction; Multiple bonds; Photochemical decompositions; Photochemical method; Radical initiations; radical reactions in water; Reaction mechanism; Stereo-selective; Thermal initiations; TO effect; Triple bonds; Tris(trimethylsilyl)silane; Chemical bonds; Hydrosilylation; Olefins; Reaction kinetics; Surface chemistry; Decomposition |
| Año: | 2010 |
| Volumen: | 23 |
| Número: | 10 |
| Página de inicio: | 910 |
| Página de fin: | 914 |
| DOI: | http://dx.doi.org/10.1002/poc.1703 |
| Título revista: | Journal of Physical Organic Chemistry |
| Título revista abreviado: | J Phys Org Chem |
| ISSN: | 08943230 |
| CODEN: | JPOCE |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v23_n10_p910_Postigo |
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Citas:
---------- APA ----------
Postigo, A. & Nudelman, N.S. (2010) . Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation. Journal of Physical Organic Chemistry, 23(10), 910-914.http://dx.doi.org/10.1002/poc.1703
---------- CHICAGO ----------
Postigo, A., Nudelman, N.S. "Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation" . Journal of Physical Organic Chemistry 23, no. 10 (2010) : 910-914.http://dx.doi.org/10.1002/poc.1703
---------- MLA ----------
Postigo, A., Nudelman, N.S. "Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation" . Journal of Physical Organic Chemistry, vol. 23, no. 10, 2010, pp. 910-914.http://dx.doi.org/10.1002/poc.1703
---------- VANCOUVER ----------
Postigo, A., Nudelman, N.S. Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation. J Phys Org Chem. 2010;23(10):910-914.http://dx.doi.org/10.1002/poc.1703
