Remote Hydroxylation of Triazene and Diazonium Containing Sulfones
C-H functionalization is an effective way to generate more reactive functionality from unactivated C-H bonds. Developments in this field aid in the synthesis of value- added compounds by shortening and/or simplifying total syntheses. The focus of my research has been the generation of a diazonium-be...
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Other Authors: | |
Format: | Others |
Language: | en |
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LSU
2017
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Online Access: | http://etd.lsu.edu/docs/available/etd-07092017-093759/ |
Summary: | C-H functionalization is an effective way to generate more reactive functionality from unactivated C-H bonds. Developments in this field aid in the synthesis of value- added compounds by shortening and/or simplifying total syntheses. The focus of my research has been the generation of a diazonium-bearing aryl sulfone and subsequent optimization of a new remote hydroxylation procedure with relatively mild conditions. This remote hydroxylation procedure utilizes 4 W blue LEDs (λmax=455 nm) and [Ru(bpy)3]Cl2 to induce the generation of an aryl radical, succeeded by a selective sp3C- H hydrogen abstraction, and installation of an alcohol group via intermediacy of a carbocation. |
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