Visible-Light-Triggered Iodinations Facilitated by Weak Electrostatic Interaction of N-Heterocyclic Carbenes.,Organic Letters

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Visible-Light-Triggered Iodinations Facilitated by Weak Electrostatic Interaction of N-Heterocyclic Carbenes.
Organic Letters ( IF 4.9 ) Pub Date : 2020-08-31 , DOI: 10.1021/acs.orglett.0c02523
He Sheng ₁ , Qiang Liu ₁ , Xiao-Di Su ₁ , Yu Lu ₁ , Zhi-Xiang Wang ₁ , Xiang-Yu Chen ₁

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N-heterocyclic carbenes (NHCs) are well-known as ligands and organocatalysts, but there is no recognition for their catalytic role as a stabilizer through electrostatic interaction rather than electron donation. By utilizing the electrostatic interaction, we herein describe the success of a visible-light-triggered radical–radical cross-coupling of N-alkenoxypyridinium salts and NaI, giving a variety of α-iodo ketones. Computational studies characterize the stabilization role of NHCs.

中文翻译：

N-杂环卡宾的弱静电相互作用促进可见光触发的碘化作用。

N-杂环卡宾（NHC）是众所周知的配体和有机催化剂，但人们尚未认识到它们通过静电相互作用（而不是电子捐赠）作为稳定剂的催化作用。通过利用静电相互作用，我们在本文中描述了可见光触发的N-烯氧基吡啶鎓盐和NaI自由基和自由基的交叉偶联，给出了多种α-碘酮。计算研究表征了NHC的稳定作用。

更新日期：2020-09-20

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