Work

Photoinduced Formation of Hybrid Aryl Pd-Radical Species Capable of 1,5-HAT: Selective Catalytic Oxidation of Silyl Ethers into Silyl Enol Ethers

Year: 2016

Type: article

Abstract: A direct visible light-induced generation of a hybrid aryl Pd-radical species from aryl iodide and Pd(0) is reported to enable an unprecedented (for hybrid Pd-radical species) hydrogen atom-transfer event. This approach allowed for efficient desaturation of readily available silyl ethers into synthetically valuable silyl enols. Moreover, this oxidation reaction proceeds at room temperature without the aid of exogenous photosensitizers or oxidants.

Source: Journal of the American Chemical Society

DOI: 10.1021/jacs.6b01628

Authors: Marvin Parasram, Padon Chuentragool, Dhruba Sarkar, Vladimir Gevorgyan

Institution: University of Illinois Chicago

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Science Foundation, National Institute of General Medical Sciences, Division of Chemistry

Awards: Novel Direct Approaches Toward Bioactive Heterocycles, G8986730416