title: A click chemistry approach to 5,5'-disubstituted-3,3'-bisisoxazoles from dichloroglyoxime and alkynes: luminescent organometallic iridium and rhenium bisisoxazole complexes.
abstract: 5,5'-Disubstituted-3,3'-bisisoxazoles are prepared in one step by the dropwise addition of aqueous potassium hydrogen carbonate to a mixture of dichloroglyoxime and terminal alkynes. The reaction exhibits a striking preference for the 5,5'-disubstituted 3,3'-bisisoxazole over the 4,5'-regioisomer. Organometallic iridium and rhenium bisisoxazole complexes are luminescent with emission wavelengths varying depending upon the identity of the 5,5'-substituent (phenyl, butyl).
authors.affiliation: School of Chemistry and Bio21 Molecular Science and Biotechnology Institute, University of Melbourne, Parkville, Victoria 3010, Australia.
authors.forename: Phillip L
authors.initials: PL
authors.lastname: van der Peet
authors.forename: Timothy U
authors.initials: TU
authors.lastname: Connell
authors.forename: Christian
authors.initials: C
authors.lastname: Gunawan
authors.forename: Jonathan M
authors.initials: JM
authors.lastname: White
authors.forename: Paul S
authors.initials: PS
authors.lastname: Donnelly
authors.forename: Spencer J
authors.initials: SJ
authors.lastname: Williams
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D057930:Click Chemistry; D018360:Crystallography, X-Ray; D007495:Iridium / Q000737:chemistry*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D049449:Luminescence; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D010091:Oximes / Q000737:chemistry*; D012211:Rhenium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D007555:Isoxazoles; D009942:Organometallic Compounds; D010091:Oximes; D007495:Iridium; D012211:Rhenium