Concepedia

Mechanistic Insights and Kinetic Analysis for the Oxidative Hydroxylation of Arylboronic Acids by Visible Light Photoredox Catalysis: A Metal-Free Alternative

Spencer P. Pitre, Christopher D. McTiernan, Hossein Ismaili, J. C. Scaiano

Journal of the American Chemical Society · 2013 · 286 citations · 19 references

DOI

Concepts

Abstract

The photocatalytic hydroxylation of boronic acids with methylene blue as photosensitizer proceeds with high efficiency. Detailed time-resolved studies of the relevant rate constants provide a clear mechanistic understanding of excited-state processes and guided the selection of the photocatalyst and the optimization of experimental conditions.

References

19

Visible light photocatalysis as a greener approach to photochemical synthesis

Tehshik P. Yoon, Michael A. Ischay, Juana Du · Nature Chemistry · 2010 · 2.6K citations

, , +16

Rate Constants for the Decay and Reactions of the Lowest Electronically Excited Singlet State of Molecular Oxygen in Solution. An Expanded and Revised Compilation

F. Wilkinson, W.Phillip Helman, Alberta B. Ross · Journal of Physical and Chemical Reference Data · 1995 · 1.5K citations

, , +11

Metal-Free, Visible-Light-Mediated Direct C–H Arylation of Heteroarenes with Aryl Diazonium Salts

Durga Prasad Hari, Peter Schroll, Burkhard König · Journal of the American Chemical Society · 2012 · 784 citations

, , +16

Metal‐Free, Cooperative Asymmetric Organophotoredox Catalysis with Visible Light

Matthias Neumann, Stefan Füldner, Burkhard König et al. · Angewandte Chemie International Edition · 2010 · 715 citations

, , +17

Highly Efficient Aerobic Oxidative Hydroxylation of Arylboronic Acids: Photoredox Catalysis Using Visible Light

You‐Quan Zou, Jia‐Rong Chen, Xiaopeng Liu et al. · Angewandte Chemie International Edition · 2011 · 519 citations

, , +13