scholarly journals Hydrogen Exchange Reaction of Aminobenzoic Acid. II. Platinum catalyzed Hydrogen Exchange Reaction

1972 ◽  
Vol 20 (5) ◽  
pp. 990-993 ◽  
Author(s):  
MITSUYOSHI MATSUO ◽  
TOSHIYASU MATSUO ◽  
TAKASHI DEGUCHI ◽  
YOSIHIKO KASIDA
1979 ◽  
Vol 57 (22) ◽  
pp. 2896-2901 ◽  
Author(s):  
Robert A. McClelland ◽  
William F. Reynolds

Rate constants have been obtained for the acid-catalyzed N–H exchange of N-methyl, 2,N-dimethyl, and 2,4,6,N-tetramethylbenzamide and the acid-catalyzed isomerization of the three corresponding N,N-dimethylbenzamides. The ratio [Formula: see text] increases significantly with increased number of ortho methyl substituents. This is explained in terms of a suggestion of Perrin, that C—N bond rotation is not completely free in the N-protonated amide, since it must compete with a diffusion limited deprotonation reaction. The isomerization reaction, which requires such a rotation, is therefore slowed by ortho methyl substituents which hinder rotation, relative to the exchange reaction, which does not require rotation.


2000 ◽  
Vol 323 (5-6) ◽  
pp. 586-593 ◽  
Author(s):  
Michio Okada ◽  
Kousuke Moritani ◽  
Mamiko Nakamura ◽  
Toshio Kasai ◽  
Yoshitada Murata

1986 ◽  
Vol 18 (9) ◽  
pp. 937-948 ◽  
Author(s):  
James J. Valentini ◽  
Daniel P. Gerrity

2015 ◽  
Vol 115 (15) ◽  
Author(s):  
B. K. Kendrick ◽  
Jisha Hazra ◽  
N. Balakrishnan

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