Download PDF by Shinji Murai: Activation of Unreactive Bonds and Organic Synthesis (Topics

By Shinji Murai

ISBN-10: 3540648623

ISBN-13: 9783540648628

Within the previous few years a wide repetoire of tools for the activation of unreactive natural functionalities and for his or her use in natural synthesis has been constructed. during this quantity, parts starting from the activation of C-H bonds to the chemical transformation of dinitrogen are authoritatively mentioned by means of best specialists within the box. To turn on capacity that allows you to cleave in a different way inert chemical bonds. The cleavage and formation of chemical bonds is prime to natural synthesis; those new activation methodologies make hitherto infeasible reactions tremendous effortless and create new possibilities for cutting edge natural adjustments, for either and academia. this is often the 1st e-book that offers an intensive and well timed insurance of either inorganic and natural man made elements of bond activation, hence giving a large assessment of the sphere and permitting either inorganic and natural chemists prepared entry to the methodologies concerned.

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76 Topics in Organometallic Chemistry, Vol. 3 Volume Editor: S. Murai © Springer-Verlag Berlin Heidelberg 1999 48 Fumitoshi Kakiuchi, Shinji Murai 1 Introduction One of the most valuable synthetic methods in organic synthesis is the direct use of otherwise unreactive C–H bonds with the aid of transition metal complexes. Since Kleiman and Dubeck reported in 1963 the possibility of cleavage of C–H bonds in azobenzene by Cp2Ni complex [1], many research groups have reported the cleavage of C–H bonds by using stoichiometric amounts of transition metal complexes [2].

4. Relative stabilities of arene C–H addition adducts vs. η2-arene complexes 38 William D. Jones Flood has also reported the ability of the Os(PMe3)4(neopentyl)H to activate benzene and tetramethylsilane. The reaction is distinct from other examples that have been reported in that the mechanism does not proceed through the loss of neopentane and the formation of an [L4Os0] intermediate, but rather via an OsIV complex (Eq. 26). Evidence for this pathway includes significant incorporation of deuterium in the neopentane upon thermolysis in C6D6, inhibition by added PMe3, and exchange of P(CD3)3 into the phosphines cis to the neopentyl and hydride groups [109, 110].

A similar catalytic reaction has also been reported by Goldman et al. [39]. Catalytic coupling of 58 Fumitoshi Kakiuchi, Shinji Murai benzene with phenyl acetylene gives the corresponding 1,1-disubstituted ethene (Eq. 24). For the acetylene with an alkyl group, the 1,2-addition product is the major product. 3 Coupling of C–H Bonds, Carbon Monoxide, and Olefins Since direct carbonylation of C–H bond leading to aldehydes is an endothermic reaction, the reaction should be conducted under irradiation conditions (see below) or by combination with further exothermic reaction of the products.

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Activation of Unreactive Bonds and Organic Synthesis (Topics in Organometallic Chemistry, Volume 3) by Shinji Murai


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