1128-20-7Relevant articles and documents
Isomerization of perchlorohexatriene in three consecutive rearrangements to perchloro-2-vinylbutadiene
Schollmeyer, Dieter,Detert, Heiner
, p. 843 - 846 (2017)
Perchlorohexatriene isomerizes in three subsequent rearrangements to perchloro-2-vinylbutadiene. A radical-induced Z-E-equilibration of linear perchlorohexatrienes is followed by cyclization to a methylenecyclopentene. Under flash-vacuum pyrolysis conditions, a ring contraction to 1,2-dimethylenecyclobutane occurs. In the condensed phase, a radical-induced ring opening generates the branched perchloro-vinylbutadiene. All compounds are converted to hexachlorobenzene, but only at very high temperatures.
Agranat et al.
, p. 289,290 (1971)
A cyclobutene-1,2-bis(imidazolium) salt as preligand for palladium-catalyzed cross-coupling reactions: Properties and applications
Rahimi, Alireza,Papai, Imre,Madarasz, Udam,Gjikaj, Mimoza,Namyslo, Jan C.,Schmidt, Andreas
scheme or table, p. 754 - 763 (2012/03/12)
Spectroscopic investigations and the results of calculations on the title bis-imidazolium salt, its mono-and bis-carbenes, and its interactions with palladium are presented. In addition, we report on the scope and limitations of metal-catalyzed cross-coupling reactions performed with the title bis-imidazolium salt. The salt proved to be an efficient ligand precursor in room-temperature Suzuki-Miyaura reactions, C-C couplings with sterically extremely hindered biaryls,selective thiophene arylations, and couplings with vinylic chlorides. Spectroscopic investigations and the results of calculations on the title bis-imidazolium salt, its mono-and bis-carbenes, and its interactions with palladium are presented. In addition, we report on the scope and limitations of metal-catalyzed cross-coupling reactions performed with the title bis-imidazolium salt. Copyright
A versatile catalyst system for Suzuki-Miyaura syntheses of sterically hindered biaryls employing a cyclobutene-1,2-bis(imidazolium) salt
Schmidt, Andreas,Rahimi, Alireza
supporting information; experimental part, p. 2995 - 2997 (2010/08/05)
The catalyst system consisting of 3,3′-(3,4-bis(dichloro-methylene) cyclobut-1-ene-1,2-diyl)bis(1-methyl-1H-imidazolium) bis(tetrafluoroborate), Pd(OAc)2 and NaOtBu in toluene proved to be very effective for a broad variety of Suzuki-Miyaura reactions at room temperature. It is also suited for the synthesis of sterically hindered compounds including 2,6-di-tert-butyl-2′-substituted biaryls at elevated temperatures. The Royal Society of Chemistry 2010.