Tuning the Electrochemical and Photophysical Properties of Osmium-Based Photoredox Catalysts

Samantha L. Goldschmid; Eva Bednářová; Logan R. Beck; Katherine Xie; Nicholas E. S. Tay; Benjamin D. Ravetz; Jun Li; Candice L. Joe; Tomislav Rovis

doi:10.1055/s-0041-1737792

Synlett, Inhaltsverzeichnis

Synlett 2022; 33(03): 247-258
DOI: 10.1055/s-0041-1737792

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Tuning the Electrochemical and Photophysical Properties of Osmium-Based Photoredox Catalysts

Samantha L. Goldschmid

^aDepartment of Chemistry, Columbia University, New York, New York 10027, USA

,

Eva Bednářová‡

^aDepartment of Chemistry, Columbia University, New York, New York 10027, USA

,

Logan R. Beck‡

^aDepartment of Chemistry, Columbia University, New York, New York 10027, USA

,

Katherine Xie

^aDepartment of Chemistry, Columbia University, New York, New York 10027, USA

,

Nicholas E. S. Tay

^aDepartment of Chemistry, Columbia University, New York, New York 10027, USA

,

Benjamin D. Ravetz

^aDepartment of Chemistry, Columbia University, New York, New York 10027, USA

,

Jun Li

^bChemical Process Development, Bristol Myers Squibb, New Brunswick, New Jersey 08903, USA

,

Candice L. Joe

^bChemical Process Development, Bristol Myers Squibb, New Brunswick, New Jersey 08903, USA

,

Tomislav Rovis ∗

^aDepartment of Chemistry, Columbia University, New York, New York 10027, USA

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Abstract

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Abstract

The use of low-energy deep-red (DR) and near-infrared (NIR) light to excite chromophores enables catalysis to ensue across barriers such as materials and tissues. Herein, we report the detailed photophysical characterization of a library of Os^II polypyridyl photosensitizers that absorb low-energy light. By tuning ligand scaffold and electron density, we access a range of synthetically useful excited state energies and redox potentials.

1 Introduction

1.1 Scope

1.2 Measuring Ground-State Redox Potentials

1.3 Measuring Photophysical Properties

1.4 Synthesis of Osmium Complexes

2 Properties of Osmium Complexes

2.1 Redox Potentials of Os(L)₂-Type Complexes

2.2 Redox Potentials of Os(L)₃-Type Complexes

2.3 UV/Vis Absorption and Emission Spectroscopy

3 Conclusions

Key words

photoredox catalysis - near-infrared - ligand design

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Referenzen

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