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Metal-free visible light photoredox enables generation of carbyne equivalents via phosphonium ylide C–H activation†
Chemical Science ( IF 8.4 ) Pub Date : 2018-12-04 00:00:00 , DOI: 10.1039/c8sc04195d
Mrinmoy Das 1 , Minh Duy Vu 1 , Qi Zhang 1 , Xue-Wei Liu 1
Affiliation  

Carbyne, an interesting synthetic intermediate, has recently been generated from hypervalent iodine precursors via photoredox catalysis. Given the underexplored chemistry of carbyne, due to the paucity of carbyne sources, we are intrigued to discover a new source for this reactive species from classical reagents – phosphonium ylides. Our novel strategy employing phosphonium ylides in an olefin hydrocarbonation reaction features a facile approach for constructing carbon–carbon bonds through metal-free and benign reaction conditions. Moreover, the hydrocarbonation products were delivered in a highly regioselective manner.

中文翻译:

无金属可见光光氧化还原可通过磷叶立德 C–H 活化生成碳炔当量†

卡宾是一种有趣的合成中间体,最近通过光氧化还原催化从高价碘前体生成。由于卡炔来源的缺乏,卡炔的化学性质尚未得到充分探索,我们很高兴从经典试剂中发现这种活性物质的新来源——鏻叶立德。我们在烯烃烃化反应中采用磷叶立德的新策略具有通过无金属和良性反应条件构建碳-碳键的简便方法。此外,烃化产物以高度区域选择性的方式输送。
更新日期:2018-12-04
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