Carboxylation of Organoboronic Esters Catalyzed by N-Heterocyclic Carbene Copper(I) Complexes

Copper complexes with a CO2 fixation: Copper(I) complexes serve as excellent catalysts for the carboxylation of aryl‐ and alkenylboronic esters with CO2, affording a variety of functionalized carboxylic acid derivatives (see scheme). Important active intermediates such as the copper(I) aryl and carb...

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Published inAngewandte Chemie International Edition Vol. 47; no. 31; pp. 5792 - 5795
Main Authors Ohishi, Takeshi, Nishiura, Masayoshi, Hou, Zhaomin
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 21.07.2008
WILEY-VCH Verlag
WILEY‐VCH Verlag
Wiley
Subjects
boronic esters
carbene ligands
carbon dioxide
carboxylation
Chemistry
Chemistry, Multidisciplinary
copper catalysts
Physical Sciences
Science & Technology
carbon dioxide
ALLYLIC CARBONATES
carbene ligands
EFFICIENT ROUTE
DIOXIDE
CO2
ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
BORATION
REDUCTION
carboxylation
HOMOGENEOUS CATALYSIS
copper catalysts
boronic esters
METAL-COMPLEXES
DIBORON
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Summary:Copper complexes with a CO2 fixation: Copper(I) complexes serve as excellent catalysts for the carboxylation of aryl‐ and alkenylboronic esters with CO2, affording a variety of functionalized carboxylic acid derivatives (see scheme). Important active intermediates such as the copper(I) aryl and carboxylate complexes, [(IPr)CuR] and [(IPr)CuOCOR] (R=4‐MeOC6H4, IPr=1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene), are isolated and structurally characterized.
Bibliography:http://dx.doi.org/10.1002/anie.200801857
ark:/67375/WNG-WHBQ3KCW-7
This work was partly supported by a Grant-in-aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan. We thank Mrs. Hu (RIKEN) for elemental analysis.
ArticleID:ANIE200801857
istex:808A44D75405494F6B39FA50F8B06D4F3A70E4A7
Ministry of Education, Culture, Sports, Science and Technology of Japan
This work was partly supported by a Grant‐in‐aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology of Japan. We thank Mrs. Hu (RIKEN) for elemental analysis.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.200801857