Synthetic organometallic radical chemistry in water

Several organic radical transformations in aqueous media using organometallic chemistry are presented. Group XIV-elements, such as Si and Ge, and Sn-centered radicals make use of novel methodologies in water which employ both hydrophilic and lipophilic substrates without the requirements of surfacta...

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Publicado: 2009
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13852728_v13_n17_p1683_Postigo
http://hdl.handle.net/20.500.12110/paper_13852728_v13_n17_p1683_Postigo
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_13852728_v13_n17_p1683_Postigo
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spelling paper:paper_13852728_v13_n17_p1683_Postigo2023-06-08T16:12:42Z Synthetic organometallic radical chemistry in water Several organic radical transformations in aqueous media using organometallic chemistry are presented. Group XIV-elements, such as Si and Ge, and Sn-centered radicals make use of novel methodologies in water which employ both hydrophilic and lipophilic substrates without the requirements of surfactants. Different radical initiation techniques that account for effective initiation of the radical chain reactions in aqueous media are also described, such as the thermal decomposition of azo compounds, the direct photolysis (in the absence of an organic peroxide or other photolytic radical promoter) of silanes, dioxygen initiation techniques, and radical initiation in the absence of solvent, and in the presence of adventitious oxygen. Hydrometallation of multiple bonds with (Me3Si)3SiH and germane analogs in water are also described with the above mentioned initiating techniques, under solvent-free conditions, and performed in continuous flow microreactors. The use of other metal-centered radicals that promote synthetically useful organic transformations in water, such as Mg, Mn, and Zn, is presented. These transformations encompass simple organohalide reductions, and several types of carbon-carbon bond forming reactions, demonstrating the wide scope of organometallic radical chemistry in water for accomplishing organic transformations. Group XIII- centered radicals are also shown to be excellent mediators for organic radical reactions in water, such as Barbier-type alkylations and allylations of carbonyl compounds. © 2009 Bentham Science Publishers Ltd. 2009 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13852728_v13_n17_p1683_Postigo http://hdl.handle.net/20.500.12110/paper_13852728_v13_n17_p1683_Postigo
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description Several organic radical transformations in aqueous media using organometallic chemistry are presented. Group XIV-elements, such as Si and Ge, and Sn-centered radicals make use of novel methodologies in water which employ both hydrophilic and lipophilic substrates without the requirements of surfactants. Different radical initiation techniques that account for effective initiation of the radical chain reactions in aqueous media are also described, such as the thermal decomposition of azo compounds, the direct photolysis (in the absence of an organic peroxide or other photolytic radical promoter) of silanes, dioxygen initiation techniques, and radical initiation in the absence of solvent, and in the presence of adventitious oxygen. Hydrometallation of multiple bonds with (Me3Si)3SiH and germane analogs in water are also described with the above mentioned initiating techniques, under solvent-free conditions, and performed in continuous flow microreactors. The use of other metal-centered radicals that promote synthetically useful organic transformations in water, such as Mg, Mn, and Zn, is presented. These transformations encompass simple organohalide reductions, and several types of carbon-carbon bond forming reactions, demonstrating the wide scope of organometallic radical chemistry in water for accomplishing organic transformations. Group XIII- centered radicals are also shown to be excellent mediators for organic radical reactions in water, such as Barbier-type alkylations and allylations of carbonyl compounds. © 2009 Bentham Science Publishers Ltd.
title Synthetic organometallic radical chemistry in water
spellingShingle Synthetic organometallic radical chemistry in water
title_short Synthetic organometallic radical chemistry in water
title_full Synthetic organometallic radical chemistry in water
title_fullStr Synthetic organometallic radical chemistry in water
title_full_unstemmed Synthetic organometallic radical chemistry in water
title_sort synthetic organometallic radical chemistry in water
publishDate 2009
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13852728_v13_n17_p1683_Postigo
http://hdl.handle.net/20.500.12110/paper_13852728_v13_n17_p1683_Postigo
_version_ 1768545063583875072

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