Schlosser, ManfredMangano, GuiseppeLeroux, Frederic2006-03-032006-03-032006-03-03200410.1002/ejoc.200300630https://infoscience.epfl.ch/handle/20.500.14299/227021WOS:000220048400009The superbasic mixt. of butyllithium and potassium tert-butoxide is powerful enough to enable the double proton abstraction from one ortho and one ortho' position of 4,4'-di-tert-butylbiphenyl. In this way, a series of functionalized derivs. becomes readily accessible, among them 4,4'-di-tert-butylbiphenyldiyl-2,2'-dicarboxylic acid and 4,4'-di-tert-butylbiphenyl-2,2'-diol. The latter compd. can be subjected again to a superbase-promoted double metalation, thus giving rise to 2,2',6,6'-tetrasubstituted biphenyl derivs. [on SciFinder (R)]Carboxylation; Hydroxylation; Metalation; Protective groups (prepn. of 22'- and 66'-substituted biphenyls via superbasic mixt. of butyllithium and potassium tert-butoxide for double proton abstraction and subsequent metalation); Phenols Role: SPN (Synbiphenyl prepn; butyllithium potassium butoxide double proton abstraction biphenyl metalationThe superbase-mediated pairwise substitution of the 2,2'- and 6,6'-positions in a biphenyl derivativetext::journal::journal article::research article