Brookhart's acid

Brookhart's acid is the salt of the diethyl ether oxonium ion and tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr′4).

Precipitation of sodium chloride thus drives the formation of the oxonium acid compound, which is isolable as a solid.

For example, an electrophilic palladium catalyst, [(2,2′-bipyridine)Pd(CH3)(CH3CN)][BAr′4], is prepared by protonating the dimethyl complex with Brookhart's acid.

This electrophilic, cationic palladium species is used for the polymerization of olefins with carbon monoxide to polyketones in aprotic solvents.

[5] Polyketones, thermoplastic polymers,[6][7] are formed by the copolymerisation of carbon monoxide and one or more alkenes (typically ethylene with propylene).

2D drawing of the molecule
Crystal Structure of related acid
The crystal structure of the compound [H(OEt 2 ) 2 ][B(C 6 F 5 ) 4 ], [ 2 ] that is closely related to Brookhart's acid. The acidic proton, which resides between the ether oxygen centres, is not shown.
General chemical structure of a polyketone
Copolymerisation of ethylene and carbon monoxide to a polyketone . Examples of defects from double insertions are highlighted in red .