38444-43-8Relevant articles and documents
Stereospecific Iron-Catalyzed Carbon (sp2)-Carbon (sp2) Cross-Coupling of Aryllithium with Vinyl Halides
Chen, Peng,Peng, Xiao-Shui,Wang, Zhi-Yong,Wong, Henry N. C.
supporting information, p. 4385 - 4390 (2021/06/27)
We present herein an efficient synthetic protocol involving iron-catalyzed cross-coupling of organolithium compounds with vinyl halides as key coupling partners. More than 30 examples were obtained with moderate to good yields and high stereoselectivities. The practicality of this method is evidenced by a gram-scale synthesis. In addition, a preliminary mechanistic investigation was also performed.
Group 4 Metallocene Difluoride/Palladium Bimetallic Catalysts for the Reductive Cross-Coupling of Alkynes with Aryl Iodides and Bromides
Takahashi, Keita,Morishita, Hiromitsu,Ogiwara, Yohei,Sakai, Norio
, p. 13734 - 13742 (2018/11/03)
A novel protocol has been developed for the selective synthesis of (E)-alkenes via the reductive cross-coupling of alkynes and aryl halides using a bimetallic catalyst system composed of a group 4 metallocene difluoride (Cp2[M]F2; [M] = Hf or Zr; Cp = cyclopentadienide) and palladium dichloride. This reaction proceeds via a coupling between an aryl halide and an in situ generated alkenyl metallocene intermediate derived from the group 4 metallocene difluoride, a hydrosilane, and an alkyne. For a catalytic reductive coupling, the addition of sodium fluoride (NaF) to the reaction system is required. Moreover, in the presence of NaF, a ligand exchange was observed by NMR spectroscopy in hafnocene diiodide (Cp2HfI2) to afford hafnocene difluoride (Cp2HfF2).
Heck couplings at room temperature in nanometer aqueous micelles
Lipshutz, Bruce H.,Taft, Benjamin R.
supporting information; experimental part, p. 1329 - 1332 (2009/04/10)
(Chemical Equation Presented) A nonionic amphiphile such as Triton X-100 or the vitamin E-based PTS, both of which form nanomicelles in water, promotes Heck crosscouplings of non-water-soluble partners at ambient temperatures. These are the first examples of Heck reactions conducted in water (as the only solvent) at room temperature.