680-76-2Relevant articles and documents
Synthese de fluorocodlemones
Tellier, Frederique,Sauvetre, Raymond,Normant, Jean-F.
, p. 17 - 28 (1989)
New fluorinated analogs of codlemone have been prepared by palladium-catalysed cross coupling reactions.
The stereoselective synthesis of (Z)-HFC=CFZnI and stereospecific preparation of (E)-1,2-difluorostyrenes from (Z)-HFC=CFZnI via an unusual Pd(PPh3)4-Cu(I)Br co-catalysis approach or (Z)-HFC=CFSnBu3
Liu, Qibo,Burton, Donald J.
scheme or table, p. 78 - 87 (2011/03/22)
(Z)-HFCCFZnI was stereoselectively synthesized from activated zinc dust and (Z)-HFCCFI that was synthesized from chlorotrifluoroethene in a sequential manner. Compared to (E)-HFCCFZnI, (Z)-HFCCFZnI was more challenging to prepare in terms of sluggish metallation and formation of by-products, and underwent slower and incomplete Negishi coupling with aryl iodides. In a modification of Negishi coupling, (E)-α,β-difluorostyrenes were stereospecifically prepared in good to excellent yields under mild conditions from aryl iodides and (Z)-HFCCFZnI with the co-catalysis of Pd(PPh3)4/Cu(I)Br. Experimental investigation and mechanistic rationalization suggested that Cu(I)Br would be a scavenger of free ligands for the facilitation of Pd(PPh 3)2 formation, and a supplier of ligand for the metathesis process. Alternatively, (Z)-HFCCFSnBu3 and aryl iodides with an electron-withdrawing group underwent Stille-Liebiskind coupling to afford (E)-α,β-difluorostyrenes.
PRACTICAL SYNTHESIS AND POLYMERIZATION OF TRIFLUOROVINYLSILANES. A POSSIBLE PRECURSOR OF POLY(DIFLUOROACETYLENE)
Hiyama, Tamejiro,Nishide, Kiyoharu,Obayashi, Michio
, p. 1765 - 1768 (2007/10/02)
An improved procedure for the preparation of trifluorovinylsilanes was established which involved addition of butyllithium to a mixture of chlorosilanes and commercially readily available chlorotrifluoroethylene at -78 to -130 deg C, and the resulting monomer was polymerized with a catalyst such as CsF or (R2N)3S(1+)*F2SiMe3(1-) to give black metallic polymer which showed conductivity of 1E-9 to 1E-10 Ω-1cm-1.