NMR Spectroscopic Evidence for π-Complexation and the Formation of a Vinylcopper Intermediate in the Reaction between Methyl phenylpropiolate and ^tBuCu(CN)Li

Structures and Reactivities of Organocopper Compounds

“…al. [23] it was demonstrated that the reaction between t-BuCu(CN)Li and methyl propiolate (see Scheme 1.25) could be monitored by 13 C NMR. At -100 C, resonances attributable to the presence of a p-complex between the organocuprate and the substrate were observed.…”

“…Elucidation of solution structures in conjunction with investigation into structure-activity relationships is therefore of prime importance. Modern multinuclear NMR spectroscopic techniques [23,24], XAFS [25,26], in situ XAFS [27], and computational methods [28] all represent powerful tools for such investigations.…”

Wherefore Art Thou Copper? Structures and Reaction Mechanisms of Organocuprate Clusters in Organic Chemistry

“…[185] As shown in Equation (16) (16) afford vinylcopper intermediates, and ynones instead afford allenolates. [186] The origin of this diversity remains unclear.…”

Mechanisms of Copper‐mediated Addition and Substitution Reactions

“…In the addition of Me 2 CuLi reagents to electron-deficient acetylenes [85][86][87][88], DCDtype complexes have been identified by NMR [84,89]. As shown below, an ynoate affords a vinylcopper intermediate, while an ynone instead affords an allenolate (Eq.…”