The Catalytic Aerobic Oxidation of Aldehyde and Alcohol Substrates with Redox-Active Ligand-Supported Earth-Abundant Metal Catalysts Open Access

Park, Roger Eumin (2016)

Permanent URL: https://etd.library.emory.edu/concern/etds/6t053g106?locale=en
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Abstract

This thesis describes the application of dinuclear earth-abundant metal complexes supported by the same redox-active ligand scaffold, LiPr, towards the catalytic aerobic oxidation of two different substrate classes. The first section of this thesis covers the catalytic deformylation of aldehydes to form ketone products with (Et4N)2[Co2L2iPr]. Efforts to probe the proposed nucleophilic character of the previously spectroscopically characterized CoIII-superoxide species via deformylations of 2-phenylpropionaldehyde derivatives featuring various steric and electronic traits are described. The second section of this thesis covers the aerobic oxidation of alcohols to form ketone and aldehyde products catalyzed by (PPh4)2[Cu2L2iPr] and di-tert-butyl azodicarboxylate (DBAD) as an organic co-catalyst. Preliminary studies suggest that (PPh4)2[Cu2L2iPr] is capable of catalytically oxidizing alcohol substrates as broad in scope as previously reported for Cu-DBAD co-catalyst systems.

Table of Contents

Section Page

List of Figures

List of Tables

List of Schemes

List of Abbreviations

I. General Introduction

II. Aerobic Aldehyde Deformylation Catalyzed by (Et4N)2[Co2L2iPr]

a. Introduction

b. Results and Discussion

c. Conclusion

d. Experimental

III. Aerobic Alcohol Oxidation to Ketones and Aldehydes Catalyzed by (PPh4)2[Cu2L2iPr]

a. Introduction

b. Results and Discussion

c. Conclusion

d. Experimental

IV. References

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