title: Synthesis and anion binding studies of o-phenylenevinylene-bridged tetrapyrrolic macrocycle as an expanded analogue of calix[4]pyrrole.
abstract: An o-phenylenevinylene-bridged tetrapyrrolic macrocycle (2) was synthesized by means of a Horner-Wadsworth-Emmons reaction between benzylbisphosphonate and SEM-protected diformylpyrrole, followed by deprotection of the SEM groups. This conformationally flexible tetrapyrrole can be considered as an expanded calix[4]pyrrole analogue, which acts as a receptor for the chloride and bromide anions in THF-d8, but undergoes deprotonation upon exposure to the fluoride anion.
authors.affiliation: Department of Chemistry, Yonsei University, Seoul 120-749, Korea. dongho@yonsei.ac.kr.
authors.forename: Sudip Kumar
authors.initials: SK
authors.lastname: Ghosh
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Ishida
authors.forename: Jiazhu
authors.initials: J
authors.lastname: Li
authors.forename: Won-Young
authors.initials: WY
authors.lastname: Cha
authors.forename: Vincent M
authors.initials: VM
authors.lastname: Lynch
authors.forename: Dongho
authors.initials: D
authors.lastname: Kim
authors.forename: Jonathan L
authors.initials: JL
authors.lastname: Sessler
mesh_terms: D001965:Bromides / Q000737:chemistry; D002712:Chlorides / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry; D011145:Polyvinyls / Q000737:chemistry*; D045725:Tetrapyrroles / Q000737:chemistry*
chemical_list: D001965:Bromides; D002712:Chlorides; D011145:Polyvinyls; D045725:Tetrapyrroles; D005459:Fluorides