6078-99-5Relevant academic research and scientific papers
Rhodium-Catalyzed Synthesis of Dialkyl(Heteroaryl)Phosphine Sulfides by Phosphinylation of Heteroaryl Sulfides
Arisawa, Mieko,Tazawa, Takeru,Ichinose, Wataru,Kobayashi, Haruki,Yamaguchi, Masahiko
supporting information, p. 3488 - 3491 (2018/09/14)
Dialkyl(heteroaryl)phosphine sulfides were synthesized by the rhodium-catalyzed exchange reaction of heteroaryl aryl sulfides and tetraalkyldiphosphine disulfides. The reaction has a broad applicability, giving diverse dialkyl(heteroaryl)phosphine sulfides containing five- and six-membered heteroaryl groups. Various dialkyl(heteroaryl)phosphines were obtained by desulfurization. (Figure presented.).
Equilibrium shift in the rhodium-catalyzed acyl transfer reactions
Arisawa, Mieko,Igarashi, Yui,Kobayashi, Haruki,Yamada, Toru,Bando, Kentaro,Ichikawa, Takuya,Yamaguchi, Masahiko
supporting information; experimental part, p. 7846 - 7859 (2011/10/12)
Rhodium/phosphine complexes catalyze equilibrium acyl transfer reactions between acid fluorides, aryl esters, acylphosphine sulfides, and thioesters. The use of appropriate co-substrates to accept heteroatom groups shifted the equilibrium to desired products. Acylphosphine sulfides and aryl esters were converted to acid fluorides using benzoylpentafluorobenzene as the fluoride donor, and the fluorination reaction of thioesters employed (4-tolylthio) pentafluorobenzene. Acid fluorides were converted into acylphosphine sulfides and thioesters using diphosphine disulfides and disulfides/triphenylphosphine, respectively. Aryl esters were obtained from acid fluorides and phenols in the presence of triphenylsilane. Aryl esters, acylphosphine sulfides, and thioesters were also interconverted in the presence of rhodium complexes. These rhodium-catalyzed acyl transfer reactions proceeded under neutral conditions without using acid or base. The involvement of acyl rhodium intermediates in these reactions was suggested by the carbothiolation reaction of thioesters and alkynes.
