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Journal ArticleDOI

Carbonylation of nitrobenzene to N-methyl phenylcarbamate catalyzed by palladium-phenanthroline complexes Bifunctional activation by anthranilic acid

TLDR
The palladium-phenanthroline catalyzed carbonylation reaction of nitrobenzene to methyl phenylcarbamate is known to be accelerated by both the addition of aniline and a carboxylic acid.
Abstract
The palladium–phenanthroline catalyzed carbonylation reaction of nitrobenzene to methyl phenylcarbamate is known to be accelerated by both the addition of aniline and a carboxylic acid. Here, we report that combining the acidic and amino function in the same molecule, 2-NH2C6H4COOH, anthranilic acid, an higher activity is observed with respect to the use of simple benzoic acid. The 4-amino isomer does not show the same increased activity. © 2003 Elsevier Science B.V. All rights reserved.

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Citations
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Journal ArticleDOI

Sustainable routes to polyurethane precursors

TL;DR: In this paper, the authors provide an overview of classic as well as modern and more sustainable routes towards polyurethanes and their precursors and foster the discussion with the final goal to meet such a sustainable production.
Journal ArticleDOI

Away from phosgene: reductive carbonylation of nitroarenes and oxidative carbonylation of amines, understanding the mechanism to improve performance.

TL;DR: Recent progress, with some emphasis on the author's own work, on the understanding of the mechanism of the reductive carbonylation of nitroarenes and of the oxidative carbonylations of amines is discussed, highlighting the close connection between the two reactions.
Journal ArticleDOI

Mechanistic study of the palladium-phenanthroline catalyzed carbonylation of nitroarenes and amines: palladium-carbonyl intermediates and bifunctional effects.

TL;DR: Comparison of the results obtained under stoichiometric and catalytic conditions strongly supports the view that 1 is involved even in the amine oxidative carbonylation reaction and that the acid is acting as a bifunctional promoter.
Journal ArticleDOI

The effect of Fe0/Fe2+/Fe3+ on nitrobenzene degradation in the anaerobic sludge.

TL;DR: In this paper, the influence of Fe(0)/Fe(2+)/Fe (2+/Fe(3+) on the nitrobenzene degradation in the anaerobic granular sludge was studied and the results demonstrated that adding iron powder into the sludge could exert an accelerative effect on the NB degradation.
Journal ArticleDOI

Efficient palladium/1,10-phenanthroline-catalyzed reductive carbonylation of mono- and dinitroarenes to urethanes in phosphonium salt ionic liquids.

TL;DR: The highly reactive and selective reductive carbonylation of mono- and dinitroarenes to the corresponding Mono- and diurethanes was carried out in the presence of a PdCl2/Phen catalytic system, using PSIL110 as the ionic liquid under mild reaction conditions.
References
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Journal ArticleDOI

A Review of the Selective Catalytic Reduction of Aromatic Nitro Compounds into Aromatic Amines, Isocyanates, Carbamates, and Ureas Using CO.

Ahmed M. Tafesh, +1 more
- 01 Oct 1996 - 
TL;DR: The use of CO as a reductant had been in the past confined to few reactions, but its use in organic synthesis, especially in the reductive carbonylation of nitro aromatics and the oxidative carbonylations of aromatic amines, has increased dramatically as mentioned in this paper.
Journal ArticleDOI

Bis-Chelated Palladium(II) Complexes with Nitrogen-Donor Chelating Ligands Are Efficient Catalyst Precursors for the CO/Styrene Copolymerization Reaction

TL;DR: A series of bis-chelated palladium(II) complexes [Pd(N-N)2][X]2 (n-N = 2,2-bipyridine (bipy), 1,10-phenanthroline (phen), and their substituted derivatives; X = PF6-, BF4-, OTf-, OTs-) has been synthesized and completely characterized both in the solid state and in solution as discussed by the authors.
Journal ArticleDOI

Reductive carbonylation of nitroaromatic compounds to urethanes catalyzed by [Pd(1,10-phenanthroline)2][PF6]2 and related complexes

TL;DR: Pd(II) complexes with 1,10-phenanthroline (phen) derivatives of general formula Pd(chel)2][PF6]2 have high activity and selectivity in the catalytic synthesis of aromatic urethanes under relatively mild reaction conditions and without any added cocatalyst as mentioned in this paper.
Journal ArticleDOI

Opportunities in homogeneous catalysis

TL;DR: The intimate interplay between the neutral ligands and associated anions in electrophilic, cationic transition metal complex catalysts, determining the catalyst activity and selectivity in a variety of reactions has been studied in this paper.
Journal ArticleDOI

Influence of various P/N and P/P ligands on the palladium-catalysed reductive carbonylation of nitrobenzene

TL;DR: A series of bidentate phosphorus-nitrogen ligands were synthesized for the palladium-catalysed reductive carbonylation of nitrobenzene in order to combine the favorable influence of the phosphorus atom on the stability of the catalyst complex with the stimulating effect of the nitrogen atom on catalytic activity as mentioned in this paper.
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