Aromatic amides. VII. Steric hindrance to hydrogen bonding in ortho-substituted acetanilides
Keyword(s):
A series of 2-substituted 3,5-dimethylanilines and their N-acetyl derivatives have been synthesized, and their proton magnetic resonance spectra recorded. Intramolecular hydrogen bonding between the amide N-H and the 2-substituent is disturbed by steric hindrance of the 2-substituent only in the case of the 2-nitro, 2-acetyl, and 2-methoxycarbonyl substituents.
1969 ◽
Vol 47
(13)
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pp. 2395-2401
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1968 ◽
Vol 46
(15)
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pp. 2593-2600
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1966 ◽
Vol 70
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pp. 1434-1440
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1967 ◽
Vol 32
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pp. 2394-2397
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1960 ◽
Vol 64
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pp. 767-769
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2008 ◽
Vol 90
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pp. 101-104
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1972 ◽
Vol 25
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pp. 2145
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