351444-69-4

Usage

Chemical structure

1,1'-bis(bis-pentafluorophenylboryl)ferrocene is a chemical compound with a ferrocene core and two pentafluorophenylboryl groups attached to each carbon atom in the ferrocene ring.

Application

It is used as a reagent in organic synthesis, particularly in the development of new catalytic systems.

Potential applications

It has been studied for its potential applications in cross-coupling reactions and other important chemical transformations.

Field of study

Its unique structure and properties make it a valuable tool for researchers in the field of organometallic chemistry and catalysis.

Chemical properties

The presence of pentafluorophenylboryl groups attached to the ferrocene core gives the compound unique chemical properties that make it useful in various chemical reactions.

Reactivity

The compound is likely to be highly reactive due to the presence of the pentafluorophenylboryl groups, which can participate in various chemical reactions.

Stability

The compound may be stable under certain conditions, but further research would be needed to determine its stability and reactivity under different conditions.

Synthesis

The synthesis of 1,1'-bis(bis-pentafluorophenylboryl)ferrocene may involve the reaction of ferrocene with a suitable pentafluorophenylboryl reagent.

Characterization

The compound can be characterized using various analytical techniques such as NMR, IR, and mass spectrometry to confirm its structure and purity.

Safety

As with any chemical compound, appropriate safety precautions should be taken when handling 1,1'-bis(bis-pentafluorophenylboryl)ferrocene, including the use of personal protective equipment and working in a well-ventilated area.

Upstream product

• 2720-03-8 bis(pentafluorophenyl)boron chloride 
• 344-04-7 bromopentafluorobenzene 

Downstream Products

• 351444-74-1 Fe(C₅H₄)2(B(C₆F₅)2P(CH₃)3)2 
• 219627-13-1 Cp₂ZrMe(pentafluorophenyl) 
• 102-54-5 ferrocene 
• 608-93-5 pentachlorobenzene 
• 11113-50-1 boric acid 

Relevant academic research and scientific papers

Frustrated Lewis pairs incorporating the bifunctional Lewis acid 1,1′-fc{B(C6F5)2}2: Reactivity towards small molecules

Applications of the bifunctional ferrocenediyl Lewis acid 1,1′-fc{B(C6F5)2}2 in frustrated Lewis pair (FLP) chemistry are described. The coordination (or otherwise) of a range of sterically encumbered C-, N- and P-centred Lewis bases has been investigated, with lutidine, tetramethylpiperidine, PPh3, PtBu3 and the expanded ring carbene 6Dipp being found to be sterically incapable of coordinate bond formation. The chemistry of a range of these FLPs in the presence of H2O, NH3, CO2 and cyclohexylisocyanate (CyNCO) has been investigated, with the patterns of reactivity identified including simple coordination chemistry, E-H bond cleavage and C-B insertion.

Synthesis of the diborylated ferrocene 1,1′-bis-(bis-pentafluorophenylboryl)ferrocene and the X-ray structure of its trimethylphosphine adduct

The diborylated ferrocene compound 1,1′-Fc[B(C6F5)2]2 (2) was prepared via a transmetallation reaction involving 1,1′-Fc(HgCl)2 and two equivalents of ClB(C6F5)2. Although this reaction is very clean spectroscopically, isolated yields of 2 were never greater than 40% owing to the high solubility of the compound in non-donor solvents. Compound 2 is similar in its properties to the related monoborylated complex FcB(C6F5)2 (1) reported previously, particularly the UV-vis spectrum, which exhibits an intense charge transfer absorption (λmax = 233 nm, ε = 1.64 × 104) assignable to an Fedz2/dx2-y2 → Bp transition. However, 2, is significantly more Lewis acidic than 1, reacting with weak donors such as acetonitrile at room temperature, and effecting methide abstraction from Cp2ZrMe2 under mild conditions. Complex 2 also forms a bis(trimethylphosphine) adduct (3), which was structurally characterized via X-ray crystallography.