Rate processes and carbon-13 magnetic resonance spectra. Hindered internal rotation of N,N-dimethyltrichloroacetamide

1971 ◽  
Vol 93 (17) ◽  
pp. 4297-4298 ◽  
Author(s):  
Otto A. Gansow ◽  
John Killough ◽  
Aaron R. Burke
Keyword(s):  
Magnetic Resonance ◽  
Internal Rotation ◽  
Rate Processes ◽  
Magnetic Resonance Spectra

Hindered Internal Rotation About Aryl C—N Bonds in Aryl Substituted Heterocyclic Compounds: 3-Aryl-2-benzyl-4(3H)-quinazolinones

1975 ◽  
Vol 53 (22) ◽  
pp. 3431-3434 ◽  
Author(s):  
Lawrence D. Colebrook ◽  
H. Gwynne Giles
Keyword(s):  
Free Energy ◽  
Magnetic Resonance ◽  
Internal Rotation ◽  
Heterocyclic Compounds ◽  
Proton Magnetic Resonance ◽  
Energy Barriers ◽  
Magnetic Resonance Spectra

The proton magnetic resonance spectra of a number of 3-aryl substituted 2-benzyl-4(3H) quinazolinones indicate that internal rotation about the aryl C—N bond is highly hindered. Substantial free energy barriers (18.9–19.8 kcal/mol) have been measured even when the aryl groups lack bulky ortho substituents.

The preparation of 2-Fluoro-5-nitrobenzonitrile and the proton magnetic resonance spectra of some compounds containing the N-(2-Cyano-4-nitrophenyl) group

1967 ◽  
Vol 20 (8) ◽  
pp. 1663 ◽  
Author(s):  
JFK Wilshire
Keyword(s):  
Amino Acids ◽  
Magnetic Resonance ◽  
Nitro Group ◽  
Proton Magnetic Resonance ◽  
Cyano Group ◽  
Aromatic Nucleus ◽  
Heteroaromatic Compounds ◽  
Magnetic Resonance Spectra

2-Fluoro-5-nitrobenzonitrile, an analogue of 1-fluoro-2,4- dinitrobenzene, in which the 2-nitro group has been replaced by a cyano group, has been prepared and made to react with several amines, amino acids, and NH-heteroaromatic compounds.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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