Ni-Catalyzed Sonogashira Coupling of Non-activated Alkyl Halides: Orthogonal Functionalization of Alkyl Iodides, Bromides, and Chlorides
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The nickel pincer complex 1 catalyzes the cross-coupling of the title compounds with remarkable substrate scope and functional group tolerance. A nickel/alkynyl species was isolated and shown to be catalytically competent. THF=tetrahydrofuran, O-TMEDA=bis[ ...
A general and straightforward protocol for the cross-coupling of non-activated alkyl halides with heterocyclic CH bonds has been developed. The transformation is chemo- and regioselective and many functional groups on both coupling partners are tolerated. ...
Non-activated alkyl halides are challenging substrates for cross-coupling reactions because they are reluctant to undergo oxidative addition and because metal alkyl intermediates are prone to β-H elimination. Despite recent progress, well-defined catalysts ...
The electro-mechanical coupling and resonance characteristics of a piezoelectric modulated thin film bulk acoustic wave resonator (PMBAR) is described quantitatively. The derived 1-D analytical model is in agreement with 2-D finite element modeling (FEM). ...
Institute of Electrical and Electronics Engineers2011
Two new aminophosphines, benzyl-N(Ph2P)(2) and 2-picolyl-N(Ph2P)(2), have been synthesized. Oxidation of the aminophosphines with either hydrogen peroxide, elemental sulfur and selenium gave the corresponding oxides, sulfides and selenides benzyl-N(Ph2P=E) ...
This article is a short overview of some recent research activity in the Laboratory of Inorganic Synthesis and Catalysis (LSCI) at EPFL-ISIC. It summarizes the work on Ni-catalyzed cross-coupling reactions of non-activated alkyl halides. It then describes ...
In organic synthesis, cyclopropanation reactions are often performed with Simmons Smith-type reagents or by transition metal catalyzed reactions of olefins with diazo compounds. A novel method for the synthesis of substituted cyclopropanes is described tha ...
A nickel(II) pincer complex [(MeNN2)NiCl] (1) catalyzes Kumada−Corriu−Tamao cross coupling of nonactivated alkyl halides with aryl and heteroaryl Grignard reagents. The coupling of octyl bromide with phenylmagnesium chloride was used as a test reaction. Us ...
The goal of this thesis is to develop new carbon-carbon bond forming reactions using inexpensive and simple coupling partners like aryl halides (pseudohalides), sulfonyl derivatives, Grignard reagents, alkenes and alkynes with metal catalysis, preferably u ...
The title reaction is realized by using an isolated NiII complex (1). The catalysis tolerates a wide range of important functional groups that are often incompatible with Grignard reagents in cross-coupling reactions. ...