59483-84-0 | Bis(pentafluorophenyl) carbonate

CAS:59483-84-0 | Bis(pentafluorophenyl) carbonate ,Description

Bis(pentafluorophenyl) carbonate, or BPC, is a highly fluorinated organic compound belonging to the family of carbonates. It is a white, crystalline solid with a melting point of 125 °C. BPC is highly soluble in organic solvents such as dimethylformamide and dimethyl sulfoxide and is stable to hydrolysis. It has been used in organic synthesis, particularly in the synthesis of polymers, as a reagent for the synthesis of heterocycles, and as a catalyst for the formation of polymeric materials.
 

Scientific Research Applications

Catalysis in Polymerization

Bis(pentafluorophenyl) carbonate and related compounds like bis(pentafluorophenyl)borane are utilized as co-catalysts in metallocene-based industrial processes for the homogeneous polymerization of olefins. These substances have gained importance due to their catalytic properties, especially in olefin polymerization (Piers & Chivers, 1998).

Synthesis of Organometallic Compounds

Bis(pentafluorophenyl) carbonate plays a crucial role in the synthesis of various organometallic compounds. For example, bis(pentafluorophenyl)ytterbium has been prepared by reacting bis(pentafluorophenyl)mercury with ytterbium metal, demonstrating its significance in transmetallation reactions and the formation of air-sensitive, thermally unstable complexes (Deacon, Raverty, & Vince, 1977).

Hydroboration Reactions

Bis(pentafluorophenyl)borane, a related compound, has been used in the E-selective isomerization of terminal alkenes to internal alkenes. This application is notable due to the mild conditions and low catalyst loadings required, highlighting the efficiency of these compounds in facilitating chemical transformations (Phatake et al., 2023).

Non-Isocyanate Polyurethane Synthesis

Bis(pentafluorophenyl) carbonate derivatives, specifically bis(cyclic carbonate)s, have been developed for the synthesis of non-isocyanate polyurethanes (NIPUs). This application is critical as it offers an alternative to conventional polyurethanes, eliminating the need for toxic phosgene or isocyanates, and contributing to greener chemistry (Sheng et al., 2015).

Polymerization Catalyst

Bis(pentafluorophenyl)(2-perfluorobiphenylyl)borane, a derivative, has been identified as an efficient organo-Lewis acid cocatalyst for single-site olefin polymerization. It activates various group 4 dimethyl complexes, leading to highly active homogeneous Ziegler−Natta olefin polymerization catalysts (Li, Stern, & Marks, 2000).

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