- CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives
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A one-step conversion of CO2 into heteroaromatic esters is presented under metal-free conditions. Using fluoride anions as promoters for the C-Si bond activation, pyridyl, furanyl, and thienyl organosilanes are successfully carboxylated with CO2 in the presence of an electrophile. The mechanism of this unprecedented reaction has been elucidated based on experimental and computational results, which show a unique catalytic influence of CO2 in the C-Si bond activation of pyridylsilanes. The methodology is applied to 18 different esters, and it has enabled the incorporation of CO2 into a polyester material for the first time. Metal free! A novel methodology is described to convert CO2 into heteroaromatic esters in the presence of organosilanes and organic halides using fluoride anions as promoters for the C-Si bond activation (see scheme). CO2 exhibits a unique catalytic influence in the C-Si bond cleavage of pyridylsilanes, serving as a traceless activator.
- Frogneux, Xavier,Von Wolff, Niklas,Thuéry, Pierre,Lefèvre, Guillaume,Cantat, Thibault
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- Influence of halogen atoms on a homologous series of bis-cyclometalated iridium(III) complexes
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A series of homologous bis-cyclometalated iridium(III) complexes Ir(2,4-di-X-phenyl-pyridine)2(picolinate) (X = H, F, Cl, Br) HIrPic, FIrPic, ClIrPic, and BrIrPic has been synthesized and characterized by NMR, X-ray crystallography, UV-vis abso
- Baranoff, Etienne,Curchod, Basile F. E.,Monti, Filippo,Steimer, Frederic,Accorsi, Gianluca,Tavernelli, Ivano,Rothlisberger, Ursula,Scopelliti, Rosario,Graetzel, Michael,Nazeeruddin, Md. Khaja
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scheme or table
p. 799 - 811
(2012/04/04)
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- Copper-catalyzed allylation of carbonyl derivatives using allyl(2-pyridyl)silanes
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(Chemical Equation Presented) We have developed an efficient copper-catalyzed allylation of carbonyl derivatives using allyl(2-pyridyl) silanes, in which the strong directing effect of the 2-pyridyl group was observed. A useful synthesis and allylation of
- Kamei, Toshiyuki,Fujita, Kazuyoshi,Itami, Kenichiro,Yoshida, Jun-Ichi
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p. 4725 - 4728
(2007/10/03)
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- Effect of Substituent on Reactions Remote from Silicon: Regioselective α-Alkylation of α-Silylallyl Carbanions
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α-Silylallyl carbanions having metal-ion complexing substituents on silicon react with alkyl halides to give α-substituted allylsilanes regioselectively.The extent of α-selection depends significantly on the nature of the ligand and solvent.The synthetic utility of these systems is demonstrated by application in the synthesis of α-(E)-bisabolene.
- Horvath, Raymond F.,Chan, Tak Hang
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p. 317 - 327
(2007/10/02)
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