85433-89-2

Upstream product

• 89263-98-9 difluoro-1,2 phenyl-2 trimethylsilyl ethylene-(Z) 
• 591-50-4 iodobenzene 
• 1112-67-0 tetrabutyl-ammonium chloride 
• 7647-01-0 hydrogenchloride 
• 3375-31-3 palladium diacetate 
• 359-11-5 1,1,2-trifluoroethylene 
• 111483-27-3 β-trimethylsilyl-α,β-difluorostyrene 
• 395-00-6 (E/Z)-1-chloro-1,2-difluoro-2-phenylethene 

Downstream Products

• 108400-47-1 (E)-4,5-difluoro-5-phenyl-4-penten-1-ol 
• 130627-87-1 1,2-difluoro 1-phenyl prop-1-ene 3-ol (E) 
• 52158-22-2 trans-α,β-difluorocinnamic acid 
• 102676-04-0 ethyl (E)-2,3-difluoro-3-phenyl-2-propenoate 
• 108400-42-6 1,3-diphenyl-1,2-difluoro-1-propen-3-ol 
• 108615-83-4 (Z)-2,3-difluoro-1,3-diphenyl-2-propen-1-one 
• 108615-78-7 (E)-2,3-difluoro-1,3-diphenyl-2-propen-1-one 
• 102675-85-4 C₆H₅CFCFZnCl 
• 90786-33-7 difluoro-1,2 methyl-2 phenyl-1 ethylene-(E) 
• 19706-75-3 (Z)-β-iodo-α,β-difluorostyrene 
• 102676-00-6 trans-α,β-difluorobenzylideneacetone 
• 64325-22-0 (E)-1,2-difluoro-1-lithio-2-phenylethene 

Relevant academic research and scientific papers

Stereospecific synthesis of (E)-α,β-difluorostyrenes

Isomerically pure (Z)-HFC=CFZnI undergoes Pd(PPh3)4/CuBr co-catalyzed cross-coupling reactions with aryl iodides in DMAC to give the title compounds in good yields, under mild conditions. In the absence of CuBr, the reaction is slugg

SYNTHESE DE DIFLUOROALCENES-trans

Several trans-difluoro olefins have been prepared from chlorotrifluoroethylene via difluorovinylsilicon intermediates.

Solvent- A nd anion-dependent rearrangement of fluorinated carbene ligands provides access to fluorinated alkenes

The construction of fluorocarbene ligands within the coordination sphere of transition metal complexes using sequential nucleophilic and electrophilic addition to a vinylidene complex is described. Reaction of [Ru(η5-C5H5)(dppe)(CCPhF)][N(SO2Ph)2] with [NMe4]F results in nucleophilic attack of fluoride at the metal-bound carbon of the vinylidene ligand to give alkenyl complex [Ru(η5-C5H5)(dppe)(-CFCFPh)]. Subsequent eletrophilic fluorination with N-fluorobenzenesulfonimide (NFSI) results in the formation of the fluorinated carbene complex [Ru(η5-C5H5)(dppe)(CF-CHFPh)][N(SO2Ph)2]. The fluorocarbene complexes undergo rearrangement to liberate free fluorinated alkenes, a process governed by the choice of solvent and anion, representing a new metal-mediated route to fluorinated alkenes from alkynes.

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

(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.

Process for the preparation of α-flurostyrene

Process for the preparation of α-fluorostyrene from fluoroolefins: STR1 Z=hydrogen, fluorine, chlorine X=iodine, bromine, chlorine. A halogenated aromatic (I) is reacted with a fluorine-substituted ethylene (II) in the presence of a palladium catalyst to

CONCURRENT LITHIATION OF COMPOUNDS CONTAINING -CH=CFCl AND -CF=CFH GROUPS

The concurrent substitution of the hydrogen and chlorine atoms in α,β-difluorostyrene, α,β-difluoro-β-chlorostyrene, and 1,2-difluoro-1-chloroethene was studied.It was shown that the hydrogen and chlorine atoms in α,β-difluorostyrenes are substituted by l

SYNTHESE DE DIFLUOROOLEFINES TRANS

Trans difluoroolefins have been prepared from chlorotrifluoroethylene.

REACTION DE PERHALOSTYRENES AVEC LES ORGANOLITHIENS. PREPARATION D'ARYL-1 ALCYNES-1 RAMIFIES PAR L'INTERMEDIAIRE D'ARYL FLUORO ACETYLENES

Organolithium compounds react with 1-aryl 2-chloro 1,2-difluoroethylene to give derivatives of type Ar-C*C-R'.Hydrolysis of the intermediate carbanionic species yilds the corresponding α,β-difluorostyrenes.