Guanidines as Reagents in Proton-Coupled Electron-Transfer Reactions and Redox Catalysts,Synlett

当前位置： X-MOL 学术 › Synlett › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Guanidines as Reagents in Proton-Coupled Electron-Transfer Reactions and Redox Catalysts
Synlett ( IF 1.7 ) Pub Date : 2018-06-08 , DOI: 10.1055/s-0037-1610156
Hans-Jörg Himmel ₁

Affiliation

Redox-active guanidines are ideal proton-coupled electron-transfer (PCET) reagents, since they combine a high Bronsted basicity with a low and tunable redox potential. In this article, the development of redox-active guanidines (especially guanidino-functionalized aromatics, GFAs) in the last ten years is summarized, and their properties compared to other organic Bronsted bases and organic electron donors. First, some applications in organic chemistry that purely use the redox activity (formation of organic donor–acceptor materials and photochemical reductive C–C coupling reactions) are presented. Then, reactions that involve both proton and electron transfer are reviewed. In stoichiometric reactions, redox-active guanidines are used for the dehydrogenative coupling of thiols and phosphanes. The first redox catalytic applications are discussed, using dioxygen as green oxidizing reagent. 1 Introduction 2 Redox-Active Amines and Guanidines 3 Bronsted Basicity of Amines and Guanidines 4 Variations of GFA Compounds 5 GFA Compounds in Organic Donor–Acceptor Materials and as Reducing Reagents in Organic Synthesis 6 Stoichiometric Dehydrogenative Coupling Reactions with Redox-Active Guanidines 7 Guanidines as Redox Catalysts 8 Conclusions and Outlook

中文翻译：

在质子耦合电子转移反应和氧化还原催化剂中作为试剂的胍

氧化还原活性胍是理想的质子耦合电子转移 (PCET) 试剂，因为它们结合了高布朗斯台德碱度和低且可调的氧化还原电位。本文总结了近十年来具有氧化还原活性的胍类化合物（特别是胍基官能化芳烃，GFAs）的发展，并与其他有机布朗斯台德碱和有机电子给体进行了比较。首先，介绍了一些纯粹使用氧化还原活性（有机供体-受体材料的形成和光化学还原 C-C 偶联反应）的有机化学应用。然后，回顾了涉及质子和电子转移的反应。在化学计量反应中，氧化还原活性胍用于硫醇和膦的脱氢偶联。讨论了第一个氧化还原催化应用，使用双氧作为绿色氧化剂。1 引言 2 氧化还原活性胺和胍 3 胺和胍的布朗斯台德碱度 4 GFA 化合物的变化 5 GFA 化合物在有机供体 - 受体材料中和作为有机合成中的还原剂 6 与氧化还原活性胍的化学计量脱氢偶联反应 7 胍作为氧化还原催化剂 8 结论和展望

更新日期：2018-06-08

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11