Synthesis of molecular tweezers bearing pentafluorophenyl and several pendant aryl groups - Effective application of the modified Suzuki-Miyaura coupling reaction

A molecular tweezer bearing two pentafluorophenyl groups 2b and its o-methylated aryl homologue 2c were newly synthesized by the slight modification of the known procedure. The low yield in the introduction of pentafluorophenyl group to the precursor dibromide 6 was improved by application of the modified Suzuki-Miyaura coupling reaction using C6F5B(OH)(2) with Pd-2(dba)(3)/P(t-Bu)(3)/CsF/Ag2O catalytic system, which was recently developed by us. (C) 2006 Elsevier B.V. All rights reserved.