4.6 Article

Synthesis of Bis(phosphanyl)alkane Monosulfides by the Addition of Diphosphane Monosulfides to Alkenes under Light

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 9, Pages 2295-2302

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201805114

Keywords

phosphane ligands; phosphanes phosphorylation; radical reactions; regioselectivity

Funding

  1. JSPS KAKENHI [16H04138, H18J15153]
  2. Grants-in-Aid for Scientific Research [16H04138] Funding Source: KAKEN

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Bis-phosphanated compounds are regarded as the most ubiquitous privileged ligand structures in transitionmetal catalysis. The development of highly atom economical reactions is of great importance for their syntheses because less atom economical methods often require complicated purification procedures under inert atmospheres to remove excess starting materials and byproducts. Herein, the photoinduced addition reactions of diphosphane monosulfides bearing P-v(S)-p(III) single bonds to alkenes is disclosed. These reactions require only equimolar amounts of the diphosphane monosulfide relative to the alkene and facilitate highly selective introduction of two different types of phosphorus-containing groups, such as thiophosphoryl and phosphanyl groups, into a variety of alkenes without any catalyst, base, or additive.

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