Carboxylation of Alkylboranes by N-Heterocyclic Carbene Copper Catalysts: Synthesis of Carboxylic Acids from Terminal Alkenes and Carbon Dioxide

Autor:	Zhaomin Hou, Takeshi Ohishi, Masayoshi Nishiura, Liang Zhang
Rok vydání:	2011
Předmět:	chemistry.chemical_classification Alkene chemistry.chemical_element General Chemistry General Medicine Methoxide Copper Medicinal chemistry Catalysis Adduct chemistry.chemical_compound chemistry Carboxylation Organic chemistry Carbene Alkyl
Zdroj:	Angewandte Chemie. 123:8264-8267
ISSN:	0044-8249
DOI:	10.1002/ange.201101769
Popis:	Caught in the act: N-Heterocyclic carbene copper(I) complexes (1; IPr=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) serve as an excellent catalyst for the carboxylation of alkylboranes (2; R=alkyl) with CO(2) to afford a variety of functionalized carboxylic acids (3) in high yields. A novel copper methoxide/alkylborane adduct (A) and its subsequent CO(2) insertion product (B) have been isolated and shown to be true active catalyst species.
Databáze:	OpenAIRE
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