TRIPHENYLBORANE

The Uses of TRIPHENYLBORANE

TRIPHENYLBORANE is a type of Lewis acid used as catalyst and intermediate.

The Uses of TRIPHENYLBORANE

Triphenylborane is used as a precursor in the production of pyridine-triphenylborane complex, which is used as a catalyst for the polymerization of acrylic esters. It is also used in the hydrocyanation of butadiene to adiponitrile. It is involved in the synthesis of 3-phenyl-cyclohexene by reacting with acetic acid cyclohex-2-enyl ester in presence of palladium bis(dibenzylideneacetone) and triphenylphosphine as a catalyst.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 5564, 1987 DOI: 10.1021/jo00234a011

Hazard

TRIPHENYLBORANE is a severe eye irritant.

Purification Methods

Recrystallise the borane three times from Et2O or *C6H6 under N2 and dry it at 130o. It can be distilled in a high vacuum at 300-350o and has been distilled (b 195-215o/~15mm) in vacuum using a bath temperature of 240-330o. N2 is introduced into the apparatus before dismantling. It forms complexes with amines. [Nielsen et al. Chem Ind (London) 1069 1957, Wittig et al. Justus Liebigs Ann Chem 563 110 1949, Bent & Dorfman J Am Chem Soc 57 1259 1935, Beilstein 16 IV 1623.]