332346-65-3Relevant academic research and scientific papers
The new data for the reaction of arylenedioxy trihalogenophosphoranes with alkyl- and arylacetylenes
Mironov, Vladimir F.,Shtyrlina, Alfiya A.,Petrov, Ravil R.,Baronova, Tamara A.,Alekseev, Fedor F.,Varaksina, Elena N.,Konovalov, Aleksander I.
, p. 1381 - 1385 (2007/10/03)
The new data concerning the reaction between substituted arylenedioxy trihalogenophosphoranes and monoalkyl- or arylacetylenes are summarized. The reaction leads to formation of six-membered heterocycles-2-oxo-4-R-benzo[e]-1,2-oxaphosphorin-3- enes. The substituent effects in the phosphorane and acetylene molecules on the ipso-substitution and halogenation regiochemistry are discussed. The ipso-substitution of tert-butyl group on chlorine and the exchange of bromine on chlorine and iodine on hydrogen have been observed, along with formation of benzophosphorines. The interaction of tetrachloro-ortho-benzoquinone with phosphorus trichloride and arylacetylenes is proposed as a new modification of the reaction leading to the formation of benzo[e]-1,2-oxaphosphorines. The structures of some benzo[e]-1,2-oxaphosphorines are determined by the single crystal X-ray diffraction.
Reactions of phenylenedioxytrihalophosphoranes with arylacetylenes: III. Features of reactions of 5,6-Dihalo-2-chlorobenzo[d]-1,3,2-dioxaphosphole 2,2-Dichloride with arylacetylenes
Mironov,Petrov,Shtyrlina,Gubaidullin,Litvinov,Musin,Konovalov
, p. 67 - 74 (2007/10/03)
According to the NMR, IR, and high-resolution mass spectra, the major products of the reactions of 5,6-dibromo-2-chlorobenzo[d]-1,3,2-dioxaphosphole 2,2-dichloride with arylacetylenes are 4-aryl-6,7-dibromo-2-chloro-5,6-benzo[e]-1,2-oxaphosphorin-3-ene 2-oxides. The steric structure of one of the hydrolysis products, 2-hydroxy-6,7-dibromo-4-phenyl-5,6-benzo[e]-1,2-oxaphosphorin-3-ene 2-oxide, was studied by single crystal X-ray diffraction.
Reaction of phenylenedioxytrihalophosphoranes with arylacetylenes: II.1 Synthesis and steric structure of 6,7-dihalo-2-hydroxy-2-oxo-4-phenylbenzo[e]-1,2λ5-oxaphosphori n-3-enes
Mironov,Litvinov,Shtyrlina,Gubaidullin,Petrov,Konovalov,Azancheev,Musin
, p. 1046 - 1061 (2007/10/03)
High-resolution mass spectrometry and NMR and IR spectroscopy were used to show that the products of reaction of 2,2,2,5-tetrachlorobenzo[d]-1,3,2λ5-dioxaphosphole and 5-bromo-2,2,2-trichlorobenzo-[d]-1,3,2λ5-dioxaphosphole with phenyl- and para-bromophenylacetylenes are trihalogenated six-membered heterocycles, 2,6,7-trichloro-2-oxo-4-phenylbenzo[e]- and 4-aryl-7-bromo-2,6-dichloro-2-oxobenzo[e]-1,2λ5-oxaphosphorin- 3-enes. The steric structure of the 2-hydroxy derivatives formed by hydrolysis of the latter was studied by X-ray diffraction.
