Stereoretentive H/D Exchange via an Electroactivated Heterogeneous Catalyst at sp3 C-H Sites Bearing Amines or Alcohols
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- 作者：Souful Bhatia ; Greg Spahlinger ; Nehal Boukhumseen ; Quentin Boll ; Zhenglong Li and James E. Jackson
- 刊名：European Journal of Organic Chemistry
- 出版年：2016
- 出版时间：August 2016
- 年：2016
- 卷：2016
- 期：24
- 页码：4230-4235
- 全文大小：1082K
- ISSN：1099-0690
文摘
This report describes a mild, aqueous-phase strategy that enables stereoretentive C–H activation at spp>3 p> C–H sites bearing amine or alcohol groups. The transformation utilizes D2O to replace the hydrogen with deuterium while retaining stereochemistry. Electroactivated ruthenium particles, which are supported by an activated carbon cloth (Ru/ACC), catalyze this reaction on a timescale of minutes to hours. This yields optimal results at low current density and mild temperature.