50391-72-5Relevant academic research and scientific papers
Reaction of Organic Halides with Chlorotris(triphenylphosphine)cobalt(I)
Momose, Den-ichi,Iguchi, Kazuo,Sugiyama, Toshikazu,Yamada, Yasuji
, p. 1840 - 1853 (2007/10/02)
Reaction of various types of organic halides with a monovalent cobalt complex, chlorotris(triphenylphosphine)cobalt(I) is described.Reaction of benzylic monohalides, dihalides and trihalides with CoCl(Ph3P)3 gave a coupling product with formation of a carbon-carbon single bond, double bond and triple bond, respectively, under mild and non-basic conditions.Dehalogenation of non-benzylic vicinal dihalides with the reagent took place cleanly to give an olefin in high yield.Reductive coupling of allylic halides using the reagent afforded regioselectively a 1,5-diene with retention of the stereochemistry of the carbon-carbon double bond of the allylic halides used.By using this reaction, (E,E,E,E)-squalene was stereospecifically synthesized from (E,E)-farnesyl bromide.Reaction of halohydrins with CoCl(Ph3P)3 gave exclusively a ketone in the presence of an amine or olefin through an alkylcobalt intermediate.A 1,2-hydrogen shift is involved in this reaction.Keywords - chlorotris(triphenylphosphine)cobalt(I); coupling reaction; benzylic halides; allylic halides; synthesis of 1,5-diene; squalene; halohydrin; ketone synthesis.
REACTION OF BROMOHYDRINS WITH CHLOROTRIS(TRIPHENYLPHOSPHINE)COBALT(I)
Momose, Den-ichi,Yamada, Yasuji
, p. 2669 - 2672 (2007/10/02)
Bromohydrins were converted into ketones in high yields by the reaction with chlorotris(triphenylphosphine)cobalt(I) in the presence of amine or olefin.A probable path-way for the formation of ketones from bromohydrins was also described.
