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- W2070593762 abstract "The vinyl Isocyanides 2,4,6-(CH3)3C6H2CHCHNC and (CH3)3CCHCHNC and the new 1,3-dienyl isocyanide CH3CHCH(CH3)-CHCHNC have been prepared from the corresponding aldehydes and methyl isocyanide using a method first developed by Schöllkopf, Stafforst, and Jentsch. 5 The new vinyl isocyanides (CH3)2CCHNC and CH3CHC(CH3)NC have been prepared by the Cu2O-catalyzed isomerization of the corresponding allyl isocyanides The liquid vinyl isocyanides may be characterized by the formation of solid cis-(RNC)2Mo(CO)4 derivatives through reaction with norbornadienetetracarbonylmolybdenum in hexane solution at ambient temperature. Examination of these molybdenum carbonyl complexes by proton and carbon-13 NMR spectroscopy Indicates that the isocyanide carbon atom but not the carbon-carbon double bond of the vinyl 1socyanide ligands is bonded to the molybdenum atom. The proton-decoupled carbon-13 NMR spectra of the vinyl isocyanides, but not their molybdenum carbonyl complexes, indicate coupling of the isocyanide nitrogen to both the isocyanide carbon (1J(C-N)6 Hz. ) and the vinyl carbon bearing the isocyanide group (1J(C-N)11-13 Hz. ) leading to 1:1:1 triplets for these resonances. These vinyl carbonyl resonances are used to estimate the cis-trans isomer ratios in vinyl isocyanides of the type RCHCHNC. Such studies suggest that the formation of vinyl isocyanides by the copper(I) catalyzed isomerization of the corresponding allylic isocyanides is more nearly stereospecific than the formation of vinyl isocyanides by the elimination reaction of the Schollkopf/Stafforst/Jentsch synthetic method." @default.
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- W2070593762 date "1985-01-01" @default.
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- W2070593762 title "Studies on vinyl isocyanides" @default.
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- W2070593762 doi "https://doi.org/10.1016/s0040-4020(01)96674-8" @default.
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