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Helical Carbenium Ion-Based Organic Photoredox Catalyst: A Versatile and Sustainable Option in Red-Light-Induced Reactions
Synlett ( IF 2 ) Pub Date : 2020-10-12 , DOI: 10.1055/s-0040-1705942
Thomas Gianetti 1 , Liangyong Mei
Affiliation  


Abstract

The development of a sustainable catalytic system for red-light-induced photocatalysis is presented. The catalytic system consists of a helical carbenium ion-based organic photoredox catalyst (PC) that is capable of using low-energy red light (λmax = 640 nm) for both photooxidations and photoreductions. Its successful applications in the aerobic oxidative hydroxylation of arylboronic acids and in the oxidation of benzylic C(sp3)–H bonds (reductive quenching), as well as in dual transition-metal/organocatalyzed C–H arylations and intermolecular atom-transfer radical additions (oxidative quenching) provide further support for its role as a versatile and efficient organic PC.

1 Introduction

2 Red-Light-Induced Photocatalysis

3 Properties of N,N′-Dipropyl-1,13-dimethoxyquinacridinium Tetrafluoroborate

4 Two Proposed Representative Catalytic Cycles of [ n Pr-DMQA+][BF4 ]

5 Applications of [ n Pr-DMQA+][BF4 ] in Red-Light-Induced Photocatalysis

6 Conclusion



Publication History

Received: 10 September 2020

Accepted after revision: 20 September 2020

Publication Date:
12 October 2020 (online)

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany



中文翻译:

螺旋碳鎓离子基有机光氧化还原催化剂:在红光诱导反应中的多功能和可持续的选择。


摘要

介绍了可持续发展的催化系统,用于红光诱导的光催化。催化系统由基于螺旋碳鎓离子的有机光氧化还原催化剂(PC)组成,该催化剂能够使用低能红光(λmax = 640 nm)进行光氧化和光还原。它成功地用于芳基硼酸的好氧氧化羟基化以及苄基C(sp 3)-H键的氧化(还原淬灭),以及双重过渡金属/有机催化的CH芳基化和分子间原子转移基团添加物(氧化猝灭)为其多功能和高效的有机PC的作用提供了进一步的支持。

1引言

2红光诱导的光催化

3 NN'-二丙基-1,13-二甲氧基喹ac啶四氟硼酸盐的性质

4 [ n Pr-DMQA + ] [BF 4 ]的两个拟议代表性催化循环

5 [ n Pr-DMQA + ] [BF 4 ]在红光诱导的光催化中的应用

六,结论



出版历史

收到:2020年9月10日

修订后接受:2020年9月20日

发布日期:
2020年10月12日(在线)

©2020年。Thieme。版权所有

Georg Thieme Verlag
KGRüdigerstraße14,70469斯图加特,德国

更新日期:2020-10-13
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