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Efficient Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer
ChemRxiv Pub Date : 2020-05-29 , DOI: 10.26434/chemrxiv.12380330.v1
Xacobe Cambeiro 1 , Natalia A. Larionova , Jun Miyatake Ondozabal
Affiliation  

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the
development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism, key to circumvent
the problems associated with the low electron affinity of alkenes, is supported by experimental and computational studies. The reaction is applied
to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing
substituents in the aromatic ring and with good functional group compatibility.


中文翻译:

通过光诱导氢原子转移有效减少电子不足的烯烃

从光氧化还原产生的Hantzsch酯自由基阳离子到氢缺乏电子的烯烃的直接氢原子转移已使
在温和,操作简单的条件下开发有效的正式氢化反应成为可能。HAT驱动的机制
是解决与烯烃低电子亲和力相关的问题的关键,得到了实验和计算研究的支持。该反应适用
于多种肉桂酸酯衍生物和相关结构,而不管
芳环中是否存在供电子或吸电子取代基,并且具有良好的官能团相容性。
更新日期:2020-05-29
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