Synthesis of meso- and (±)-2,2′-bis(carboxymethoxy)oxydiacetic acid via cis- and trans-2,5-(diallyloxy)-2,5-dihydrofuran: Model compounds for the calcium complexation of oxidized sucrose

2010 ◽  
Vol 101 (10) ◽  
pp. 339-342 ◽  
Author(s):  
M. S. Nieuwenhuizen ◽  
A. P. G. Kieboom ◽  
H. van Bekkum
Keyword(s):  
Model Compounds ◽  
Calcium Complexation ◽  
Oxydiacetic Acid ◽  
Cis And Trans

13C-nuclear magnetic resonance spectra of oxiranes. Configuration of 1,2-epoxypropyl side chains in fungal metabolites

1978 ◽  
Vol 56 (24) ◽  
pp. 3117-3120 ◽  
Author(s):  
Suzanne Lesage ◽  
Arthur S. Perlin
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Side Chain ◽  
Fungal Metabolites ◽  
Trans Isomers ◽  
Model Compounds ◽  
Nmr Data ◽  
Nuclear Magnetic Resonance Spectra ◽  
13C Nuclear Magnetic Resonance ◽  
Cis And Trans ◽  
C Nmr

13C nmr data indicate that the epoxypropyl side chain of 'asperlin' (1) has a trans configuration. This assignment follows from associated measurements on model compounds, showing that the 13C chemical shift of an epoxypropyl CH3 group is close to either 17 ppm (trans isomers) or 13 ppm (cis isomers). Synthesized as oxirane derivatives related to 1 are diastereomeric pairs of 8-deoxy-6,7-cis- and -trans-epoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octopyranoses.

Skeletal Deformation Vibrations and Rotational Isomerism of Methylbutenes and Methylpentenes as Model Compounds of 1,4-Polyisoprene

1969 ◽  
Vol 42 (5) ◽  
pp. 1383-1396
Author(s):  
T. Shimanouchi ◽  
Y. Abe
Keyword(s):  
Temperature Dependence ◽  
Infrared Spectra ◽  
Rotational Isomerism ◽  
Force Constants ◽  
Model Compounds ◽  
Deformation Region ◽  
Skeletal Deformation ◽  
Cis And Trans

Abstract Infrared spectra of methylbutene and methylpentenes in the skeletal deformation region have been measured. The force constants for the skeletal deformation vibrations are determined from the frequencies of isobutylene, isobutylene-d6, and methylbutenes. The frequencies of methylpentenes are calculated for the various conformations, and the stable rotational isomere determined. The energy differences between the isomers are determined from the temperature dependence of the spectra. These results are correlated with the conformations of cis- and trans-1,4-polyisoprene chains, and possible conformations are suggested.

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