Carbon-13 NMR spectra of allenes

R. Steur, J.P.C.M. Dongen, Van, M.J.A. Bie, De, W. Drenth, J.W. Haan, de, L.J.M. Ven, van de

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Abstract

Proton noise decoupled 13C NMR spectra were recorded of 23 substituted allenes as neat liqs. at 25.16 MHz. Each Me, Et, and S-alkyl substituent contributed +3.3, +4.8, and +7 g 2 ppm, resp., to the 13Cb chem. shift (d) of R1R2Ca:Cb:CgR3R4. An approx. linear correlation was obsd. between dCb of monosubstituted allenes and dCb of the corresponding monosubstituted vinyl compds. XCaH:CbH2: the slope, .apprx.0.35, indicates that the vinyl C is more sensitive to the substituent effect than is the allenic Cb. For the monosubstituted allenes, dCb decreased approx. linearly with increasing dCg. [on SciFinder (R)]
Original languageEnglish
Pages (from-to)3307-3310
Number of pages4
JournalTetrahedron Letters
Volume12
Issue number36
DOIs
Publication statusPublished - 1971

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