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It is used in the generation of 1,2-di(lithiomethyl)benzene. It is found to accept electrons from Li metal to give a radical anion which is highly effective in the conversion of alkyl halides to alkyllithiums. 4,4?-Di-tert-butylbiphenyl is used in production of homoallylic amine derivatives. It is also used in the preparation of lithium di-tert-butylbiphenylide, a radical anion, superior to sodium or lithium naphthalenides for metalation reactions. Along with lithium, 4,4?-Di-tert-butylbiphenyl catalyzes; reaction of chloromethyl ethyl ether and different carbonyl compounds to yield corresponding hydroxyethers and reductive opening of N-phenylazetidine.
C E Neipp, et.al. The synthesis of homoallylic amines utilizing a cuprate-based 1,2-metalate rearrangement.J Org Chem.200166(2), 531-7.
Guijarro A and Yus M. 4, 4?-Di-tert-butylbiphenyl-catalysed lithiation of chloromethyl ethyl ether: A barbier-type new and easy alternative to ethyl lithiomethyl ether.Tetrahedron Lett., 199334(21), 3487-90.
Accepts electrons from Li metal to give a radical anion which is highly effective in the conversion of alkyl halides to alkyllithiums: Tetrahedron Lett., 1849 (1976); J. Org. Chem., 45, 1924 (1980). For use in the reductive lithiation of epoxides, see: J. Org. Chem., 55, 1528 (1990); Org. Synth. Coll., 9, 306 (1998).
For use in the generation of 1,2-di(lithiomethyl)benzene, see Phthalan, A10217.