Pd/π-Acidic Ligand Catalyzed ArI and Alkyl-In Cross-CouplingReactions under Mild Conditions

doi:10.6023/A12030075

Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (14): 1538-1542.DOI: 10.6023/A12030075 Previous Articles Next Articles

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温和条件下Pd/π-酸配体催化的芳基碘化物和烷基铟试剂的交叉偶联反应

靳立群, 罗贤才, 雷爱文

武汉大学化学与分子科学学院武汉 430072

投稿日期:2012-03-30 发布日期:2012-05-03
通讯作者: 雷爱文
基金资助:
项目受国家自然科学基金(Nos. 21025206, 20832003和20972118)和教育部学术新人奖资助.

Pd/π-Acidic Ligand Catalyzed ArI and Alkyl-In Cross-CouplingReactions under Mild Conditions

Jin Liqun, Luo Xiancai, Lei Aiwen

College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072

Received:2012-03-30 Published:2012-05-03
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21025206, 20832003 and 20972118) and Academic Award for Excellent Ph.D. Candidates Funded by Ministry of Education of China.

1. Pd/π-Acidic Ligand Catalyzed ArI and Alkyl-In Cross-CouplingReactions under Mild Conditions.PDF(653KB)

Abstract

Transition metal-catalyzed coupling reaction is an important approach to form C—C bond, in which palladium is the most popularly used catalyst. Up to now, the formation of Csp²-Csp² has been widely reported in the presence of palladium catalysts. However, Csp³-related bond formations are relatively less demonstrated owing to the slow reductive elimination of the corresponding Pd species. We have reported that π-acidic ligand could promote the reductive elimination of Csp³-Pd-Csp², which is significant to construct Csp³-C bond. In this comunication, with Pd/π-acidic ligand as the catalyst, ArI and alkylindium reagents could be coupled together under mild conditions in high selectivity to form Csp²-ArCsp³ bond. Primary and secondary alkylindium could be tolerated. Moreover, further studies indicated that the reaction could be performed well when the reactions were open to air, suggesting that the reaciton was insensitive towards moisture and oxygen.

Key words: palladium, π-acidicligand, ArI, alkylindium reagents

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Jin Liqun, Luo Xiancai, Lei Aiwen. Pd/π-Acidic Ligand Catalyzed ArI and Alkyl-In Cross-CouplingReactions under Mild Conditions[J]. Acta Chimica Sinica, 2012, 70(14): 1538-1542.

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温和条件下Pd/π-酸配体催化的芳基碘化物和烷基铟试剂的交叉偶联反应

Pd/π-Acidic Ligand Catalyzed ArI and Alkyl-In Cross-CouplingReactions under Mild Conditions

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