115034-38-3Relevant articles and documents
An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence
Aukland, Miles H.,Talbot, Fabien J. T.,Fernández-Salas, José A.,Ball, Matthew,Pulis, Alexander P.,Procter, David J.
supporting information, p. 9785 - 9789 (2018/07/31)
An interrupted Pummerer/nickel-catalysed cross-coupling strategy has been developed and used in the elaboration of styrenes. The operationally simple method can be carried out as a one-pot process, involves the direct formation of stable alkenyl sulfonium salt intermediates, utilises a commercially available sulfoxide, catalyst, and ligand, operates at ambient temperature, accommodates sp-, sp2-, and sp3-hybridised organozinc coupling partners, and delivers functionalised styrene products in high yields over two steps. An interrupted Pummerer/cyclisation approach has also been used to access carbo- and heterocyclic alkenyl sulfonium salts for cross-coupling.
Anodic Bahavior of Crowded Triarylphosphines. ESR Study of Triarylphosphoniumyl Radicals, Ar3P.+
Culcasi, Marcel,Berchadsky, Yves,Gronchi, Gerard,Tordo, Paul
, p. 3537 - 3542 (2007/10/02)
A large number of triarylphosphines exhibiting different steric hindrance has been prepared.The pyramidalization angle α of these compounds was calculated with use of the MM2 force field and was shown to depend almost exclusively on the number of ortho substituents on the phenyl rings.In a series of isosteric (same α) phosphines, the oxidation potential correlates with the sum of the ?+ Hammett parameters of the phenyl substituents.In the absence of oxygen, anodic oxidation of all the triarylphosphines bearing two o-methyl substituents on each phenyl ring is reversible and yields very persistent phosphoniumyl radicals.These radicals are easly detected by ESR in liquid solution and were shown to retain a pyramidal geometry that is significantly flattened compared to that of the parent phosphine.
