title: Axially chiral BODIPYs.
abstract: The synthesis and resolution of a class of chiral organic fluorophores, axially chiral 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (Ax*-BODIPY), is described. Ax*-BODIPYs were prepared through a modular synthesis combined with a late stage Heck functionalisation. Resolution was achieved by preparative chiral HPLC. Absolute stereochemical assignment was performed by comparison of experimental ECD spectra with TD-DFT calculations.
authors.affiliation: School of Chemistry, Bedson Building, Newcastle University, Newcastle upon Tyne, NE1 7RU, UK. m.hall@ncl.ac.uk.
authors.forename: Reinner I
authors.initials: RI
authors.lastname: Lerrick
authors.forename: Thomas P L
authors.initials: TP
authors.lastname: Winstanley
authors.forename: Karen
authors.initials: K
authors.lastname: Haggerty
authors.forename: Corinne
authors.initials: C
authors.lastname: Wills
authors.forename: William
authors.initials: W
authors.lastname: Clegg
authors.forename: Ross W
authors.initials: RW
authors.lastname: Harrington
authors.forename: Patrick
authors.initials: P
authors.lastname: Bultinck
authors.forename: Wouter
authors.initials: W
authors.lastname: Herrebout
authors.forename: Andrew C
authors.initials: AC
authors.lastname: Benniston
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Hall
mesh_terms: D001896:Boron Compounds / Q000737:chemistry*; D003460:Crystallization; D005456:Fluorescent Dyes / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005456:Fluorescent Dyes