21558-12-3Relevant academic research and scientific papers
P-C bond activation chemistry: Evidence for 1,1-carboboration reactions proceeding with phosphorus-carbon bond cleavage
Ekkert, Olga,Kehr, Gerald,Froehlich, Roland,Erker, Gerhard
supporting information; experimental part, p. 4610 - 4616 (2011/05/17)
A series of diarylphosphinyl-substituted acetylenes of the type (aryl) 2P-C≡C-R (aryl = phenyl or mesityl, R = Ph or n-propyl) react with the strongly Lewis acid reagent B(C6F5)3 in toluene at elevated temperatures (70-105 °C) to give the 1,1-carboboration products 4. Treatment of bis(diphenylphosphinyl)acetylene with B(C6F5)3 under analogous conditions proceeded with phosphinyl migration to yield the 1,1-carboboration product 4d, bearing a geminal pair of Ph2P substituents at one former acetylene carbon atom and a C6F5 substituent and the remaining -B(C 6F5)2 group at the other. Prolonged thermolysis of 4d resulted in an intramolecular aromatic substitution reaction by means of Ph2P attack on the adjacent C6F5 ring to yield the zwitterionic phospha-indene derivative 7. The compounds 4a, 4c, 4d, and 7 were characterized by X-ray diffraction.
New Approach to Phosphinoalkynes Based on Pd- and Ni-Catalyzed Cross-Coupling of Terminal Alkynes with Chlorophosphanes
Beletskaya, Irina P.,Afanasiev, Vladimir V.,Kazankova, Marina A.,Efimova, Irina V.
, p. 4309 - 4311 (2007/10/03)
(Equation presented) The first example of direct phosphination of terminal alkynes with chlorophosphanes catalyzed by Ni or Pd complexes is described. Both aromatic and aliphatic terminal acetylenes undergo the coupling reaction to give corresponding coup
