title: Corroles that "click": modular synthesis of azido- and propargyl-functionalized metallocorrole complexes and convergent synthesis of a bis-corrole scaffold.
abstract: Bis-corroles have been prepared through a convergent synthesis using a copper-catalyzed azide-alkyne cycloaddition. Synthesis of the final homo- and heterobimetallic complexes has been achieved in three to four steps from commercially available materials in good overall yield. Meso-substituted corroles functionalized with a single azido or propargyl group were used as key starting materials. (C6F5)2(p-O(CH2CCH)Ph)corroleH3 (1) and ((C6F5)2(m-CH2N3)Ph)corroleH3 (3) were metalated with copper or iron and attached by Huisgen azide-alkyne cycloaddition ("click" reaction) first to small substrates and then to each other, demonstrating a convergent synthesis of bimetallic bis-corrole molecules.
authors.affiliation: Department of Chemistry, University of California , Berkeley, California 94720, United States.
authors.forename: Heather L
authors.initials: HL
authors.lastname: Buckley
authors.forename: Leah K
authors.initials: LK
authors.lastname: Rubin
authors.forename: Mikołaj
authors.initials: M
authors.lastname: Chromiński
authors.forename: Brendon J
authors.initials: BJ
authors.lastname: McNicholas
authors.forename: Katherine H Y
authors.initials: KH
authors.lastname: Tsen
authors.forename: Daniel T
authors.initials: DT
authors.lastname: Gryko
authors.forename: John
authors.initials: J
authors.lastname: Arnold
mesh_terms: D001386:Azides / Q000737:chemistry; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D007501:Iron / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009942:Organometallic Compounds / Q000138:chemical synthesis*; D011166:Porphyrins / Q000737:chemistry*
chemical_list: D001386:Azides; D009942:Organometallic Compounds; D011166:Porphyrins; C431863:corrole; D003300:Copper; D007501:Iron