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Lewis acid complexation of tertiary amines and related compounds: a strategy for alpha-deprotonation and stereocontrol

Article Abstract:

A Lewis acid can promote the alpha-deprotonation of a tertiary amine. The removal of an alpha-proton is inductively facilitated by the positive charge which develops on the nitrogen atom after a complex is formed. The force of charge neutralization should facilitate subsequent rearrangement as well as deprotonation. Amines activated by a Lewis acid can potentially create enantio- and diastereoselective transformations. The concept may ultimately be applied to ethers and other hetero-atom compounds. The concept and synthetic applications of Lewis acid activation of tertiary amines are discussed.

Author: Kessar, Satinder V., Singh, Paramjit
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1997
Protons

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A review of the selective catalytic reduction of aromatic nitro compounds into aromatic amines, isocyanates, carbamates, and ureas using CO

Article Abstract:

A survey of literature published between the 1970s and 1990s on the use of metal-catalyzed reductive carbonylation of aromatic nitrogen compounds in the synthesis of isocyanates, aromatic armines, carbamates and urea is presented. The review, which highlight the ease of accessibility, low cost and applicability of carbon monoxide as a reducing agent, showed that the catalyst has been optimized for the different reactions with respect to the metal complex, ligand, counterion and cocatalyst.

Author: Tafesh, Ahmed M., Weiguny, Jens
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1996
Usage, Oxidation-reduction reaction, Oxidation-reduction reactions, Carbon monoxide, Urea, Aromatic compounds, Nitrogen compounds, Isocyanates, Carbamates

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Transition metal and enzyme catalyzed reactions involving reactions with ammonia and amines

Article Abstract:

The catalyzed reactions of amines and ammonia were discussed. The mechanisms for these reactions which utilized either transitional metals or enzymes as catalysts were elucidated. These reactions include condesation reaction with alcohols, addition reaction to alkenes, ammoxidation and carbonylation. The enzyme and transition metal-catalyzed reactions offers the possible primary reaction routes for both amines and ammonia.

Author: Roundhill, D. Max
Publisher: American Chemical Society
Publication Name: Chemical Reviews
Subject: Chemistry
ISSN: 0009-2665
Year: 1992
Catalysts, Ammonia, Enzyme kinetics, Transition metal compounds

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Subjects list: Research, Amines
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