![2,2'-{2,2-Propanediylbis[(2,6-dibromo-4,1-phenylene)oxy]}diethanol structure](https://static.chemtradehub.com/structs/416/4162-45-2-b3d6.webp "2,2'-{2,2-Propanediylbis[(2,6-dibromo-4,1-phenylene)oxy]}diethanol structure")
2,2'-{2,2-Propanediylbis[(2,6-dibromo-4,1-phenylene)oxy]}diethanol
CAS Number:
4162-45-2
Molecular Formula:
C19H20Br4O4
Stepwise photosensitized C(sp3)–C(CO) bond cleavage and C–P bond formation of 1,3-dicarbonyls with arylphosphine oxides
Literature Information
Publication Date
2019-03-08
DOI
10.1039/C9QO00075E
Impact Factor
5.281
Authors
Xiuli Zhao, Mengmeng Huang, Yabo Li, Jianye Zhang, Jung Keun Kim, Yangjie Wu
View Original
Abstract
A visible-light-induced metal-free cascade radical reaction of diarylphosphine oxides and 1,3-dicarbonyls was discovered to obtain β-ketophosphine oxides in moderate to excellent yields. On the basis of control experiments, cyclic voltammetry and Stern–Volmer quenching experiments, the target products were afforded via a cascade radical reaction of chemoselective C–C bond cleavage with a C–P bond formation. The active intermediates of PhCOO˙, β-dicarbonyl radical and P-radical were formed by the photosensitization process with single electron transfer (SET) or the free radical chain reaction with the decomposition of BPO under visible light irradiation. The obtained β-ketophosphine oxides could serve as good ligands to sensitize the Eu(III) metal centre.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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