Origins of the proton NMR chemical shift non-equivalence in the diastereotopic methylene protons of camphanamides

D. Parker; R. J. Taylor; G. Ferguson; A. Tonge

doi:10.1016/S0040-4020(01)87461-5

Origins of the proton NMR chemical shift non-equivalence in the diastereotopic methylene protons of camphanamides

D. Parker^*
, R. J. Taylor
, G. Ferguson
, A. Tonge

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

14 Citations (Scopus)

Abstract

The observed chemical shift non-equivalence of the diastereotopic methylene protons in primary camphanamides is rationalized in terms of chirality independent, differential shielding of H_S by the amide carbonyl, as deduced by nmr solution, X-ray structural studies and molecular mechanics calculations.

Original language	English
Pages (from-to)	617-622
Number of pages	6
Journal	Tetrahedron
Volume	42
Issue number	2
DOIs	https://doi.org/10.1016/S0040-4020(01)87461-5
Publication status	Published - Jan 1986

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title = "Origins of the proton NMR chemical shift non-equivalence in the diastereotopic methylene protons of camphanamides",

abstract = "The observed chemical shift non-equivalence of the diastereotopic methylene protons in primary camphanamides is rationalized in terms of chirality independent, differential shielding of HS by the amide carbonyl, as deduced by nmr solution, X-ray structural studies and molecular mechanics calculations.",

author = "D. Parker and Taylor, \{R. J.\} and G. Ferguson and A. Tonge",

note = "Copyright {\textcopyright} 1986 Published by Elsevier Ltd. ",

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AU - Parker, D.

AU - Taylor, R. J.

AU - Ferguson, G.

AU - Tonge, A.

PY - 1986/1

Y1 - 1986/1

N2 - The observed chemical shift non-equivalence of the diastereotopic methylene protons in primary camphanamides is rationalized in terms of chirality independent, differential shielding of HS by the amide carbonyl, as deduced by nmr solution, X-ray structural studies and molecular mechanics calculations.

AB - The observed chemical shift non-equivalence of the diastereotopic methylene protons in primary camphanamides is rationalized in terms of chirality independent, differential shielding of HS by the amide carbonyl, as deduced by nmr solution, X-ray structural studies and molecular mechanics calculations.

UR - https://www.scopus.com/pages/publications/3843072907

U2 - 10.1016/S0040-4020(01)87461-5

DO - 10.1016/S0040-4020(01)87461-5

M3 - Journal article

AN - SCOPUS:3843072907

SN - 0040-4020

VL - 42

SP - 617

EP - 622

JO - Tetrahedron

JF - Tetrahedron

IS - 2

ER -

Origins of the proton NMR chemical shift non-equivalence in the diastereotopic methylene protons of camphanamides

Abstract

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