Basic Concepts and Activation Modes in Visible-Light-Photocatalyzed Organic Synthesis

Dedicated to Professor Alain Krief on the occasion of his 80^th birthday

Abstract

Visible light photocatalysis has established itself as a promising sustainable and powerful strategy to access reactive intermediates, i.e. radicals and radical ions, under mild reaction conditions using visible light irradiation. This field enables the development of formerly challenging or even previously inaccessible organic transformations. In this tutorial review, an overview of the essential concepts and techniques of visible-light-mediated chemical processes and the most common types of photochemical activation of organic molecules, i.e. photoredox catalysis and photosensitization, are discussed. Selected photocatalytic alkene functionalization reactions are included as examples to illustrate the basic concepts and techniques with particular attention given to the understanding of their reaction mechanisms.

1 Introduction

2 Photocatalysts

3 Photophysical and Electrochemical Properties

3.1 Excited-State Energy

3.2 Ground-State Redox Potentials

3.3 Excited-State Redox Potentials

3.4 Local Absorbance Maximum for Lowest Energy Absorption

3.5 Excited-State Lifetime

3.6 [Ru(bpy)₃]²⁺ as a Case Study

3.7 Basic Laws and Equations of Photochemistry and Photocatalysis

3.8 Common Terminology in Photochemistry and Photocatalysis

4 Activation Modes in Photocatalysis

4.1 Photoinduced Electron Transfer

4.2 Photoinduced Energy Transfer

5 Conclusions and Outlook

Keywords

visible light - photocatalyst - excited state - redox potential - PET (photoinduced electron transfer) - EnT (photoinduced energy transfer)

Publication History

Received: 13 April 2022

Accepted after revision: 29 August 2022

Accepted Manuscript online:
29 August 2022

Article published online:
27 October 2022

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