Carbon-13 Magnetic Resonance. I. Improved Carbon-13 Magnetic Resonance Spectra Obtained by Proton Decoupling and Rapid Sample Spinning

1964 ◽  
Vol 86 (15) ◽  
pp. 2977-2983 ◽  
Author(s):  
Edward G. Paul ◽  
David M. Grant

1973 ◽  
Vol 51 (4) ◽  
pp. 486-499 ◽  
Author(s):  
Alan J. Jones ◽  
M. H. Benn

The carbon-13 magnetic resonance spectra of the diterpenoid alkaloids lycoctonine (1), deoxylycoctonine (2), deoxymethylenelycoctonine (3), browniine (4), isolatizidine (5), delphonine (6), lycoctonal (7),and their corresponding hydrochloride or perchlorate salts have been determined at 22.63 MHz in the Fourier mode. With the aid of proton decoupling techniques, additivity relationships and the effects induced by specific structural changes, self-consistent assignments of nearly all the resonances have been made. Substituent effects are often of the same order but differ in magnitude from those for simpler systems reported in the literature. The effects of protonation do not unambiguously follow the additive trends indicated in simpler systems but do exhibit a reasonably constant pattern. The data have been applied in the structural elucidation of two previously unknown bases isolated from Delphinium bicolor Nutt.





1967 ◽  
Vol 20 (8) ◽  
pp. 1663 ◽  
Author(s):  
JFK Wilshire

2-Fluoro-5-nitrobenzonitrile, an analogue of 1-fluoro-2,4- dinitrobenzene, in which the 2-nitro group has been replaced by a cyano group, has been prepared and made to react with several amines, amino acids, and NH-heteroaromatic compounds. The proton magnetic resonance spectra of some of the resultant N-(2-cyano-4-nitrophenyl) derivatives were compared with the spectra of the corresponding N-(2,4- dinitrophenyl) derivatives and furnish further evidence that the ortho nitro group of the latter derivatives is rotated out of the plane of the aromatic nucleus.



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