Selective Halogen-Lithium Exchange Reaction of Bromine-Substituted 25,26,27,28-Tetrapropoxycalix[4]arene.
Methods are described for the selective bromine-lithium exchange reaction of bromine-substituted calix[4]arenes with either n-BuLi or t-BuLi in THF. Quenching of the lithiated calix[4]arenes with MeOH, D(2)O, CH(3)SSCH(3), B(OCH(3))(3), DMF, or CO(2) as electrophiles resulted in 5-monosubstituted, 5,17-disubstituted, or 5,11,17,23-tetrasubstituted calix[4]arenes with H, D, SCH(3), B(OH)(2), CHO, or COOH functionalities.
Larsen
Mogens
M
Department of Solid State Physics, Materials Chemistry, RISØ National Laboratory, P.O. Box 49, DK-4000 Roskilde, Denmark.
Jørgensen
Mikkel
M