Organic Photoredox Catalysts Exhibiting Long Excited-State Lifetimes

Abstract

Organic photoredox catalysts with a long excited-state lifetime have emerged as promising alternatives to transition-metal-complex photocatalysts. This paper explains the effectiveness of using long-lifetime photoredox catalysts for organic transformations, focusing on the structures and photophysics that enable long excited-state lifetimes. The electrochemical potentials of the reported organic, long-lifetime photocatalysts are compiled and compared with those of the representative Ir(III)- and Ru(II)-based catalysts. This paper closes by providing recent demonstrations of the synthetic utility of the organic catalysts.

1 Introduction

2 Molecular Structure and Photophysics

3 Photoredox Catalysis Performance

4 Catalysis Mediated by Long-Lifetime Organic Photocatalysts

4.1 Photoredox Catalytic Generation of a Radical Species and its Addition to Alkenes

4.2 Photoredox Catalytic Generation of a Radical Species and its Addition to Arenes

4.3 Photoredox Catalytic Generation of a Radical Species and its Addition to Imines

4.4 Photoredox Catalytic Generation of a Radical Species and its Addition to Substrates Having C≡X Bonds (X=C, N)

4.5 Photoredox Catalytic Generation of a Radical Species and its Bond Formation with Transition Metals

4.6 Miscellaneous Reactions of Radical Species Generated by Photoredox Catalysis

5 Conclusions

Key words

photoredox catalysis - organic photocatalysts - long lifetime - photoinduced electron transfer - organic transformations

Publication History

Received: 28 July 2021

Accepted after revision: 24 August 2021

Accepted Manuscript online:
24 August 2021

Article published online:
05 October 2021

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