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2 results on '"Shane D. Lies"'

1. Visible Light Photocatalysis of Radical Cation Diels-Alder Cycloadditions: Preparation of Tris(2,2’-bipyrazyl) Ruthenium(II) Bis(tetrakis(3,5-bis(trifluoromethyl)phenyl)borate)

Author

Shane D. Lies, Shishi Lin, and Tehshik P. Yoon

Subjects
Tris, Trifluoromethyl, 010405 organic chemistry, chemistry.chemical_element, 010402 general chemistry, Photochemistry, 01 natural sciences, Medicinal chemistry, 0104 chemical sciences, Ruthenium, chemistry.chemical_compound, chemistry, Radical ion, Photocatalysis, Boron, Visible spectrum, Diels–Alder reaction
Published
2017

2. Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries

Author

Christopher S. Gravatt, Tehshik P. Yoon, Shane D. Lies, and Shishi Lin

Subjects
chemistry.chemical_classification, Sulfide, Cycloaddition Reaction, Molecular Structure, 010405 organic chemistry, Alkene, Organic Chemistry, Photoredox catalysis, 010402 general chemistry, Photochemistry, 01 natural sciences, Biochemistry, Redox, Cycloaddition, Catalysis, Article, 0104 chemical sciences, chemistry, Radical ion, Cations, Photocatalysis, Moiety, Physical and Theoretical Chemistry, Oxidation-Reduction
Abstract

The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative “redox auxiliary” strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.

Published
2016

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