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

doi:10.1016/S0040-4039(01)97163-1

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

Chemical Engineering and Chemistry

Research output: Contribution to journal › Article › Academic › peer-review

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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 language	English
Pages (from-to)	3307-3310
Number of pages	4
Journal	Tetrahedron Letters
Volume	12
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(01)97163-1
Publication status	Published - 1971

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title = "Carbon-13 NMR spectra of allenes",

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)]",

author = "R. Steur and \{Dongen, Van\}, J.P.C.M. and \{Bie, De\}, M.J.A. and W. Drenth and \{Haan, de\}, J.W. and \{Ven, van de\}, L.J.M.",

year = "1971",

doi = "10.1016/S0040-4039(01)97163-1",

language = "English",

volume = "12",

pages = "3307--3310",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "36",

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TY - JOUR

T1 - Carbon-13 NMR spectra of allenes

AU - Steur, R.

AU - Dongen, Van, J.P.C.M.

AU - Bie, De, M.J.A.

AU - Drenth, W.

AU - Haan, de, J.W.

AU - Ven, van de, L.J.M.

PY - 1971

Y1 - 1971

N2 - 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)]

AB - 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)]

U2 - 10.1016/S0040-4039(01)97163-1

DO - 10.1016/S0040-4039(01)97163-1

M3 - Article

SN - 0040-4039

VL - 12

SP - 3307

EP - 3310

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

Carbon-13 NMR spectra of allenes

Abstract

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