scholarly journals Hydrogen Exchange Reaction of Aminobenzoic Acid. I. Comparison between Wilzbach Tritiation and Acid Catalyzed Hydrogen Exchange Reaction

1969 ◽  
Vol 17 (3) ◽  
pp. 495-498
Author(s):  
MITSUYOSHI MATSUO ◽  
TOSHIYASU MATSUO ◽  
YOSIHIKO KASIDA ◽  
TATSUO KONDO
Keyword(s):  
Exchange Reaction ◽  
Hydrogen Exchange ◽  
Aminobenzoic Acid ◽  
Acid Catalyzed

Hydrogen exchange and isomerization in ortho substituted benzamides. On the question of free rotation in an N-protonated amide

1979 ◽  
Vol 57 (22) ◽  
pp. 2896-2901 ◽  
Author(s):  
Robert A. McClelland ◽  
William F. Reynolds
Keyword(s):  
Exchange Reaction ◽  
Rate Constants ◽  
Hydrogen Exchange ◽  
Isomerization Reaction ◽  
Free Rotation ◽  
Bond Rotation ◽  
Diffusion Limited ◽  
Deprotonation Reaction ◽  
Substituted Benzamides ◽  
Acid Catalyzed

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.

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
Keyword(s):  
Exchange Reaction ◽  
Hydrogen Exchange ◽  
Aminobenzoic Acid

scholarly journals The Silicon–Hydrogen Exchange Reaction: Catalytic Kinetic Resolution of 2-Substituted Cyclic Ketones

Synlett ◽  
2021 ◽  
Author(s):  
Benjamin List ◽  
Hui Zhou ◽  
Pinglu Zhang
Keyword(s):  
Exchange Reaction ◽  
Hydrogen Exchange ◽  
Kinetic Resolution ◽  
Mechanistic Studies ◽  
Dynamic Kinetic Resolution ◽  
Cyclic Ketones ◽  
Silicon Source ◽  
Acid Catalyzed

We have recently reported the strong and confined, chiral acid-catalyzed asymmetric “silicon−hydrogen exchange reaction”. One aspect of this transformation is that it enables access to enantiopure enol silanes in a tautomerizing σ-bond metathesis, via deprotosilylation of ketones with allyl silanes as the silicon source. However, until today, this reaction has not been applied to racemic, 2-substituted, cyclic ketones. We show here that these important substrates readily undergo a highly enantioselective kinetic resolution furnishing the corresponding kinetically preferred enol silanes. Mechanistic studies suggest the fascinating possibility of advancing the process to a dynamic kinetic resolution.

Hot-atom mechanism in hydrogen exchange reaction on the Ir{100} surface

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

State-to-state dynamics of the hydrogen exchange reaction

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