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新型空气稳定的平面手性二茂铁基单膦配体:芳基氯化物和溴化物的铃木交叉偶联反应

New air-stable planar chiral ferrocenyl monophosphine ligands: Suzuki cross-coupling of aryl chlorides and bromides.

作者信息

Jensen Jakob F, Johannsen Mogens

机构信息

Department of Chemistry, Technical University of Denmark, Building 201, Dk-2800 Kgs. Lyngby, Denmark.

出版信息

Org Lett. 2003 Aug 21;5(17):3025-8. doi: 10.1021/ol034943n.

Abstract

[reaction: see text] A novel class of planar chiral electron-rich monophosphine ligands has been developed. The modular design allows a short and efficient synthesis of an array of aryl-ferrocenyl derivatives carrying the donating bis(dicyclohexyl)phosphino moiety. These new ligands have successfully been applied in the palladium-catalyzed Suzuki cross-coupling of activated as well as nonactivated aryl chlorides at room temperature. The asymmetric coupling of an aryl bromide and an aryl boronic acid was also tested, giving ees up to 54%.

摘要

[反应:见正文] 已开发出一类新型的平面手性富电子单膦配体。模块化设计使得能够短而高效地合成一系列带有供电子双(二环己基)膦基部分的芳基 - 二茂铁基衍生物。这些新配体已成功应用于钯催化的室温下活性和非活性芳基氯化物的铃木交叉偶联反应。还测试了芳基溴化物与芳基硼酸的不对称偶联反应,对映体过量率高达54%。

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