Aromatic Substitution of Olefin. X. Formation of Biphenyl Derivatives by Means of Olefin-Palladium Chloride Complexes and Silver Nitrate

doi:10.1246/BCSJ.43.863

Paper

Aromatic Substitution of Olefin. X. Formation of Biphenyl Derivatives by Means of Olefin-Palladium Chloride Complexes and Silver Nitrate

Published Mar 1, 1970 · Y. Fujiwara, I. Moritani, K. Ikegami

Bulletin of the Chemical Society of Japan

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42

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0

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Abstract

The system, olefin-palladium chloride complex-silver nitrate has been shown to cause the oxidative coupling reaction of the aromatic compounds to afford biphenyl derivatives. The mechanism was also discussed in connection with the aromatic substitution of olefins by palladium salts.

Study Snapshot

The olefin-palladium chloride complex-silver nitrate system effectively forms biphenyl derivatives by oxidative coupling reaction of aromatic compounds, with potential applications in the production of pharmaceuticals and nutraceuticals.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Aromatic Substitution of Olefin. X. Formation of Biphenyl Derivatives by Means of Olefin-Palladium Chloride Complexes and Silver Nitrate

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References

Aromatic substitution of olefins. VI. Arylation of olefins with palladium(II) acetate.

Palladium acetate is the most effective catalyst for arylation of olefins with aromatic compounds, providing a convenient method for synthesis of various olefinic compounds.

Aromatic substitution of olefin—VIII

Under these reaction conditions, acetates are the major products of phenylation of propylene, 1-butene, rans- and cis-butenes, and 1,3-butadiene with benzene.

Aromatic substitution of olefin—VIII : Substituent effects on the reactions of styrene with monosubstituted benzenes in the presence of palladium(II) salts

The direction of substitution in styrene-monosubstituted benzene reactions strongly influences the reaction direction, but not the reactivity, in the presence of palladium(II) salts.

Aromatic substitution of olefin—III : Reaction of styrene-palladium(II) chloride complex

This study demonstrates the first case of aromatic substitution of olefins by synthesizing stilbene derivatives through the reaction of styrene-palladium complex with aromatic compounds and carboxylic acids.

Citations

The synthesis of biphenyl through C–H bond activation in benzene over a Pd catalyst supported on graphene oxide

A palladium catalyst supported on graphene oxide effectively activates carbon-hydrogen bonds in benzene, leading to the sole formation of biphenyl with a 78% yield in the presence of acetic acid and oxygen.

En Route to Intermolecular Cross-Dehydrogenative Coupling (CDC) Reactions.

This minireview proposes a contemporary categorization of cross-dehydrogenative coupling reactions via C-H activation strategies, which could be vital for future designs and inspire more ideas on this topic.

Arene-Limited Nondirected C-H Activation of Arenes.

New catalyst systems and ligand design have improved reactivity and selectivity in nondirected C-H activation of arenes, enabling transformations with arenes as the limiting reagent.

Recent advances in direct dehydrogenative biphenyl couplings

Recent advances in dehydrogenative biphenyl couplings enable efficient and direct preparation of biologically important compounds, with potential applications in organic synthesis.

Oxidative C-H/C-H Coupling Reactions between Two (Hetero)arenes.

Transition metal-mediated oxidative C-H/C-H coupling reactions between two (hetero)arenes enable rapid assembly of diverse bi(hetero)aryls for applications in pharmaceutical and material sciences.

Weak Coordination Promoted Regioselective Oxidative Coupling Reaction for 2,2'-Difunctional Biaryl Synthesis in Hexafluoro-2-propanol.

This new weak coordination promoted oxidative coupling reaction enables the facile synthesis of 2,2'-difunctional biaryls from easily accessible substrates, with high reactivity, broad functional-group tolerance, and high yields.