Letter
Radical Reactions in Aqueous Medium Using (Me3Si)3SiH
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Abstract

(Me3Si)3SiH was used as a successful reagent in a variety of radical-based transformations in water. The system comprising substrate, silane, and initiator (ACCN) mixed in aqueous medium at 100 °C worked well for both hydrophilic and hydrophobic substrates, with the only variation that an amphiphilic thiol was also needed in case of the water-soluble compounds.
Citing Articles
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This article has been cited by 6 ACS Journal articles (5 most recent appear below).

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(Me3Si)3SiH-Mediated Intermolecular Radical Perfluoroalkylation Reactions of Olefins in Water
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Comparison of Isoelectronic 8-HO-G and 8-NH2-G Derivatives in Redox Processes
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Panagiotis Kaloudis, Mila D’Angelantonio, Maurizio Guerra, Marie Spadafora, Crina Cismaş, Thanasis Gimisis, Quinto G. Mulazzani and Chryssostomos ChatgilialogluJournal of the American Chemical Society2009 131 (43), 15895-159028-Oxo-7,8-dihydroguanine (8-oxo-G) is the major lesion of oxidatively generated DNA damage. Despite two decades of intense study, several fundamental properties remain to be defined. Its isoelectronic 8-aminoguanine (8-NH2-G) has also received ...

Hydrosilylation of C−C Multiple Bonds Using (Me3Si)3SiH in Water. Comparative Study of the Radical Initiation Step
Al Postigo, Sergey Kopsov, Simon S. Zlotsky, Carla Ferreri and Chryssostomos ChatgilialogluOrganometallics2009 28 (11), 3282-3287Hydrosilylation of C−C Multiple Bonds Using (Me3Si)3SiH in Water. Comparative Study of the Radical Initiation Step
Al Postigo, Sergey Kopsov, Simon S. Zlotsky, Carla Ferreri and Chryssostomos ChatgilialogluOrganometallics2009 28 (11), 3282-3287(Me3Si)3SiH was used in a variety of radical-based hydrosilylations in water. Initiation was effected alternatively by dioxygen or photolysis at 22 °C or azo-compound at 100 °C. The system worked well for both hydrophilic and hydrophobic substrates, with ...
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History
- Published In Issue December 06, 2007
- Received August 28, 2007
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