Phenyl copper acetylide

Other unsaturated substrates arylated by various diaryl iodonium salts included butenone, acrylic acid, methyl acrylate and acrylonitrile [46]. Allyl alcohols with diaryliodonium bromides and palladium catalysis were arylated with concomitant oxidation for example, from oc-methylallyl alcohol, aldehydes of the general formula ArCH2CH(Me)CHO were formed [47]. Copper acetylide [48] and phenyl-acetylene [49] were also arylated, with palladium catalysis. 

A limited number of enediynes have been prepared by the reaction of copper acetylides with diiodoethylene in pyridine or DMF -For example, trans-1,6-diphenyl-3-hexcnc-l,5-diyne (52) is obtained in 90% yield when copper phenyl-acetylide (51) and r/fl j-l,2-diiodoethylene are warmed in pyridine. It was reported... 

Dimethyl 4-iodo-2,6-pyridinedicarboxylate reacts with copper(I) phenyl-acetylide in pyridine to form dimethyl 4-(phenylethynyl)pyridine-2-6-dicarboxylate in moderate yield. A higher yield can be obtained by using phenylacetylene in the presence of bis(triphenylphosphine)palladium(II)... 

Thallation of benzanilides with thallium tris(trifluoroacetate) in a mixture of trifluoroacetic acid and ether gave the c rr/to-thallated products. Reaction of these products with copper(I) acetylide in acetonitrile led to the 2-benzamidotolanes (119), which were eventually elaborated into the 2-phenyl-indole derivatives. 111 ... 

Aromatic polyamides with terminal acetylenic groups were formed from 2,2 -diiodo-diphenyl-4,4 -dicarbonyl chloride reacted with aromatic diamines. The phenylethynyl groups were introduced by reacting the iodine moieties with copper phenyl acetylide. Thermal treatment converted the prepolymers to 9-phenyl dibenzanthracene based rigid-rod polymers that fail to melt below 500... 

Alkynyl complexes contain metal-carbon bonds in which the metal is bound to the sp-hybridized carbon at the terminus of a metal-carbon triple bond. The materials properties of these complexes have been investigated extensively. The properties of these complexes include luminescence, optical nonlinearity, electrical conductivity, and liquid crystallinity. These properties derive largely from the extensive overlap of the metal orbitals with the ir-orbitals on the alkynyl ligand. The M-C bonds in alkynyl complexes appear to be considerably stronger than those in methyl, phenyl, or vinyl complexes. Alkynyl complexes are sometimes prepared from acetylide anions generated from terminal alkynes and lithium bases (e.g., method A in Equation 3.42), but the acidity of alkynyl C-H bonds, particularly after coordination of the alkyne to the transition metal, makes it possible to form alkynyl complexes from alkynes and relatively weak bases (e.g., method B in Equation 3.42). Alkynyl copper complexes are easily prepared and often used to make alkynylnickel, -palladium, or -platinum complexes by transmetallation (Equation 3.43). This reaction is a step in the preparation of Ni, Pd, or Pt alkynyl complexes from an alkyne, base, and a catalytic amoimt of Cul (Equation 3.44). This protocol for... 

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