Role of Copper Species in the Oxidative Dimerization of Arylboronic Acids:  Synthesis of Symmetrical Biaryls

Certain Cu(I) and Cu(II) salts are able to mediate the dimerization of arylboronic acids in DMF. They provide the corresponding symmetrical biaryls in moderate to very good yields. It is possible to run the reaction catalytically under an oxygen atmosphere without a significant loss of yields.

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Bibliographic Details
Published inJournal of organic chemistry Vol. 68; no. 26; pp. 10130 - 10134
Main Authors Demir, Ayhan S, Reis, Ömer, Emrullahoglu, Mustafa
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 26.12.2003
Amer Chemical Soc
Subjects
Catalysis
Catalytic reactions
Chemistry
Chemistry, Organic
Exact sciences and technology
General and physical chemistry
Physical Sciences
Science & Technology
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
HALIDES
IODIDES
SUBSTITUTION
TEMPERATURE
C-N
ARYLATION
ARYL
RADICALS
Copper II
Catalytic reaction
N,N-Dimethylformamide
Copper I
Oxidation
Chemical synthesis
Dimerization
Boronic acids
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Summary:Certain Cu(I) and Cu(II) salts are able to mediate the dimerization of arylboronic acids in DMF. They provide the corresponding symmetrical biaryls in moderate to very good yields. It is possible to run the reaction catalytically under an oxygen atmosphere without a significant loss of yields.
Bibliography:ark:/67375/TPS-XJFRS76P-L
istex:CB0938E4B36563F6AB5FA2F59EFF0A3484DFF813
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/jo034680a