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dc.contributor.author
Postigo, Jose Alberto  
dc.contributor.author
Kopsov, Sergey  
dc.contributor.author
Zlotsky, Simon S.  
dc.contributor.author
Ferreri, Carla  
dc.contributor.author
Chatgilialoglu, Chryssostomos  
dc.date.available
2020-09-17T20:43:31Z  
dc.date.issued
2009-06  
dc.identifier.citation
Postigo, Jose Alberto; Kopsov, Sergey; Zlotsky, Simon S.; Ferreri, Carla; Chatgilialoglu, Chryssostomos; Hydrosilylation of C-C multiple bonds using (Me3Si) 3SiH in water: Comparative study of the radical initiation step; American Chemical Society; Organometallics; 28; 11; 6-2009; 3282-3287  
dc.identifier.issn
0276-7333  
dc.identifier.uri
http://hdl.handle.net/11336/114263  
dc.description.abstract
The classical radical-based hydrosilylation reaction of organic compounds bearing C-C multiple bonds is usually carried out in organic solvents and is herein presented in water with both organic solventsoluble and water-soluble substrates. Different initiation methods to accomplish the radical-induced hydrosilylation reaction of C-C multiple bonds in water with (Me 3Si)3SiH are presented. In the thermal decomposition of azo compounds, the system comprising substrate, silane, and azo-initiator (ACCN) mixed in aqueous medium at 100 °C worked well for both hydrophilic and hydrophobic substrates, with the only variation that the amphiphilic thiol HOCH2CH3SH was also needed in the case of the watersoluble compounds. Dioxygen initiation is shown to afford excellent yields of hydrosilylated products derived from substrates bearing C-C triple bonds and moderate to low yields of hydrosilylated products derived from C-C double-bonded compounds in water. Photochemical initiation in the absence of a chemical radical precursor other than the silane is also found to be a very efficient and convenient method to induce the hydrosilylation reaction of both C-C double and triple bonds of organic compounds (hydrophilic and hydrophobic substrates) with (Me3Si)3SiH in water. These three alternative radicalbased methodologies studied in water are confronted.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
American Chemical Society  
dc.rights
info:eu-repo/semantics/restrictedAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
radical reactions  
dc.subject.classification
Química Orgánica  
dc.subject.classification
Ciencias Químicas  
dc.subject.classification
CIENCIAS NATURALES Y EXACTAS  
dc.title
Hydrosilylation of C-C multiple bonds using (Me3Si) 3SiH in water: Comparative study of the radical initiation step  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2020-09-08T14:06:38Z  
dc.journal.volume
28  
dc.journal.number
11  
dc.journal.pagination
3282-3287  
dc.journal.pais
Estados Unidos  
dc.description.fil
Fil: Postigo, Jose Alberto. Universidad de Belgrano; Argentina. Consiglio Nazionale delle Ricerche; Italia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina  
dc.description.fil
Fil: Kopsov, Sergey. Consiglio Nazionale delle Ricerche; Italia  
dc.description.fil
Fil: Zlotsky, Simon S.. Ufa State Petroleum Technological University; Rusia  
dc.description.fil
Fil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; Italia  
dc.description.fil
Fil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; Italia  
dc.journal.title
Organometallics  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/om900086m  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1021/om900086m