3096-04-6Relevant articles and documents
Microemulsions as reaction media. Self-organizing assemblies in an environmental cleanup problem
Menger, F. M.,Park, H.
, p. 176 - 180 (1994)
A microemulsion system has been developed that simultaneously destroys three environmental contaminants by combined oxidative/hydrolytic pathways.The method is rapid, cheap, and mild.No special equipment (stirrer, heater, photolyser, etc.) is required.Self-organization converts a seemingly intractable 8-component mixture into a useful system, a tactic discovered by living cells long ago.
A Robust Methodology for the Synthesis of Phosphorothioates, Phosphinothioates and Phosphonothioates
Jones, David J.,O'Leary, Eileen M.,O'Sullivan, Timothy P.
supporting information, (2020/03/27)
A robust methodology for the synthesis of phosphorothioates, phosphinothioates and phosphonothioates, including those bearing low molecular weight S-alkyl side-chains, is presented. Application of the “caesium effect” in conjunction with the disulfide 3,3’-dithiobis(propionitrile), which acts as a shelf-stable sulfur source, avoids recourse to malodorous alkanethiols and toxic P?Cl precursors. A diverse range of sulfur-containing organophosphorus targets, including phosphorus-based heterocycles, may be prepared in consistently high yields. This chemistry also provides ready access to the corresponding DBU salts which are potential substrates for Pd-catalysed coupling reactions. (Figure presented.).
NHC-Catalyzed Metathesis and Phosphorylation Reactions of Disulfides: Development and Mechanistic Insights
Crocker, Reece D.,Hussein, Mohanad A.,Ho, Junming,Nguyen, Thanh V.
supporting information, p. 6259 - 6263 (2017/05/12)
The development of efficient methods for the metathesis and phosphorylation reactions of disulfide compounds is of widespread interest due to their important synthetic utility in polymer, biological, medicinal and agricultural chemistry. Herein, we demonstrate the use of N-heterocyclic carbenes (NHCs) as versatile organocatalysts to promote these challenging reactions under mild conditions. This metal- and oxidant-free protocol is operationally simple with very short reaction times. The interplay between the nucleophilicity and basicity of NHCs in these reactions were also elucidated by NMR studies and high-level ab initio calculations.
