Conformation and configuration of some α,β-unsaturated carbonyl compounds from their nuclear magnetic resonance spectra

1969 ◽  
Vol 47 (17) ◽  
pp. 3137-3146 ◽  
Author(s):  
W. M. Phillips ◽  
D. J. Currie

Nuclear magnetic resonance spectra were recorded for 95 styrenes with two functional groups (A and B) on the β-carbon atom where A, B are COCH3, COCH3; COCH3, CO2C2H5; CO2C2H5, COCH3; CO2C2H5, CO2C2H5; CO2C2H5, CN; and CO2C2H5, H. The chemical shifts of the ethylenic hydrogen and the hydrogens of the functional A and B groups were examined in detail to determine the effects of ring substituents. The configuration of the unsymmetrical styrenes and the conformation of the A and B groups as deduced from the spectra are discussed.


1983 ◽  
Vol 61 (8) ◽  
pp. 1795-1799 ◽  
Author(s):  
Philip A. W. Dean

The previously reported 1:1 complexes formed in MeNO2, between M(SbF6)2 (M = Sn or Pb) and Ph2P(CH2)2PPh2, PhP[(CH2)2PPh2]2, MeC(CH2PPh2)3, P[(CH2)2PPh2]3, and [Formula: see text] have been studied by metal (119Sn or 207Pb) nmr. The metal chemical shifts span the comparatively narrow range of −586 to −792 ppm and 60 to −269 ppm, relative to the resonance of MMe4, for 119Sn and 207Pb nmr, respectively. The implications of these data regarding the denticity of the ligand in M(P[(CH2)2PPh2]3)2+ are discussed, and a comparison with the metal nmr spectra of related stannous and plumbous complexes is made.





1965 ◽  
Vol 43 (9) ◽  
pp. 2585-2593 ◽  
Author(s):  
M. A. Weinberger ◽  
R. M. Heggie ◽  
H. L. Holmes

The nuclear magnetic resonance spectra of a series of substituted benzalmalononitriles were examined in various solvents. The chemical shifts for the olefinic protons are susceptible to large solvent effects which are interpreted as arising from association of a solvent molecule with the olefinic proton (acetone) or a site in its vicinity (benzene). With acetone this leads to a downfield shift from values observed in chloroform. In benzene solution the association produces increased shielding and is present in addition to a second solvation complex, the arrangement of which is governed by the substituent. The difference in behavior of the ethylenic proton in benzalmalononitriles from the formyl proton in benzaldehyde is ascribed to its more highly acidic nature.



Sign in / Sign up

Export Citation Format

Share Document