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This dissertation, "Design, Synthesis and Characterization of Ruthenium(II) and Rhenium(I) Complexes With Functionalized Ligands for Photo-and Electrochemi- Luminescence, Solvatochromism, Molecular Recognition and HPLC Separation Studies" by Meijin, Li, 李梅金, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled DESIGN, SYNTHESIS AND CHARACTERIZATION OF RUTHENIUM(II) AND RHENIUM(I) COMPLEXES WITH FUNCTIONALIZED LIGANDS FOR PHOTO- AND ELECTROCHEMI- LUMINESCENCE, SOLVATOCHROMISM, MOLECULAR RECOGNITION AND HPLC SEPARATION STUDIES Submitted by LI MEIJIN for the degree of Doctor of Philosophy at The University of Hong Kong in July 2006 A series of ruthenium(II) and rhenium(I) diimine complexes containing thia-, selena- and aza-crowns derived from 1,10-phenanthroline, [Ru(bpy) (phen-3S)](ClO ) 2 4 2 (phen-3S = 1,13-dioxa-4,7,10-trithiacyclopentadecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-2S)](ClO ) (phen-2S = 1,7,10,16-tetraoxa-4,13-dithiacyclohexa- 2 4 2 dodecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-S)](ClO ) (phen-S = 1,4,10,13- 2 4 2 tetraoxa-7-thiacyclopentadecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-Se)](ClO ) 2 4 2 (phen-Se = 1,4,10,13-tetraoxa-7-selenacyclopentadecano[2,3-f][1,10]phenanthroline), [Ru(bpy) (phen-OEt](ClO ) (phen-OEt = 5,6-diethoxy-[1,10]phenanthroline), 2 4 2 [Ru(bpy) (phen-2NH)](ClO ) (phen-2NH = 1,13-diaxa-4,7,10-trioxacyclopenta- 2 4 2 decano[2,3-f][1,10]phenanthroline), [Re(CO) (py)(phen-3S)]PF, [Re(CO) (py)(phen-S)]OTf 3 6 3 and [Re(CO) (py)(phen-Se)]OTf have been synthesized and characterized, and their photophysics, electrogenerated chemiluminescence (ECL) and electrochemistry were studied. Their interaction with metal ions was investigated by UV-vis, luminescence, NMR spectroscopy and ECL. [Ru(bpy) (phen-3S)](ClO ) and [Re(CO) (py)(phen-3S)]