PMID- 18560661 OWN - NLM STAT- MEDLINE DCOM- 20081110 LR - 20131121 IS - 1477-9226 (Print) IS - 1477-9226 (Linking) IP - 25 DP - 2008 Jul 7 TI - Syntheses, structural characterization and photophysical properties of 4-(2-pyridyl)-1,2,3-triazole rhenium(I) complexes. PG - 3292-300 LID - 10.1039/b718538c [doi] AB - Novel chelators, i.e., 4-(2-pyridyl)-1,2,3-triazole derivatives, were synthesized by means of Cu(I)-catalyzed 1,3-dipolar cycloaddition and used to prepare luminescent Re(I) complexes [ReCl(CO)(3)(Bn-pyta)], [ReCl(CO)(3)(AcGlc-pyta)] and [ReCl(CO)(3)(Glc-pyta)] (Bn-pyta = 1-benzyl-4-(2-pyridyl)-1,2,3-triazole, AcGlc-pyta = 2-(4-(2-pyridyl)-1,2,3-triazol-1-yl)ethyl 2,3,4,6-tetra-O-acetyl-beta-d-glucopyranoside, Glc-pyta = 2-(4-(2-pyridyl)-1,2,3-triazol-1-yl)ethyl beta-d-glucopyranoside). X-Ray crystallography of Bn-pyta and Glc-pyta indicated an azocompound-like structure while the 1,2,4-triazole isomer has an azine character. [ReCl(CO)(3)(Bn-pyta)] crystallized in the monoclinic system with space group P2(1)/n. Bn-pyta ligand coordinates with the nitrogen atoms of the 2-pyridyl group and the 3-position of 1,2,3-triazole ring, which is a very similar coordinating fashion to that of the 2,2'-bipyridine derivative. The glucoconjugated Re(I) complexes [ReCl(CO)(3)(AcGlc-pyta)] and [ReCl(CO)(3)(Glc-pyta)] hardly crystallized, and were analyzed by applying extended X-ray absorption fine structure (EXAFS) analysis. The EXAFS analyses suggested that the glucoconjugation at the 1-position of the 1,2,3-triazole makes no influence to the coordinating fashion of 4-(2-pyridyl)-1,2,3-triazole. [ReCl(CO)(3)(Bn-pyta)] showed a blue-shifted maximum absorption (333 nm, 3.97 x 10(3) M(-1) cm(-1)) compared with [ReCl(CO)(3)(bpy)] (371 nm, 3.35 x 10(3) M(-1) cm(-1)). These absorptions were clearly assigned to be the mixed metal-ligand-to-ligand charge transfer (MLLCT) on the basis of time-dependent density functional theory calculation. The luminescence spectrum of [ReCl(CO)(3)(Bn-pyta)] also showed this blue-shifted feature when compared with that of [ReCl(CO)(3)(bpy)]. The luminescence lifetime of [ReCl(CO)(3)(Bn-pyta)] was determined to be 8.90 mus in 2-methyltetrahydrofuran at 77 K, which is longer than that of [ReCl(CO)(3)(bpy)] (3.17 micros). The blue-shifted electronic absorption and elongated luminescence lifetime of [ReCl(CO)(3)(Bn-pyta)] suggested that 4-(2-pyridyl)-1,2,3-triazole functions as an electron-rich bidentate chelator. FAU - Obata, Makoto AU - Obata M AD - Graduate School of Humanities and Sciences, Nara Women's University, Kitauoyanishimachi, Nara, 630-8506, Japan. mobata@cc.nara-wu.ac.jp FAU - Kitamura, Asuka AU - Kitamura A FAU - Mori, Akemi AU - Mori A FAU - Kameyama, Chiaki AU - Kameyama C FAU - Czaplewska, Justyna A AU - Czaplewska JA FAU - Tanaka, Rika AU - Tanaka R FAU - Kinoshita, Isamu AU - Kinoshita I FAU - Kusumoto, Toshiyuki AU - Kusumoto T FAU - Hashimoto, Hideki AU - Hashimoto H FAU - Harada, Masafumi AU - Harada M FAU - Mikata, Yuji AU - Mikata Y FAU - Funabiki, Takuzo AU - Funabiki T FAU - Yano, Shigenobu AU - Yano S LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20080522 PL - England TA - Dalton Trans JT - Dalton transactions (Cambridge, England : 2003) JID - 101176026 RN - 0 (Chelating Agents) RN - 0 (Ligands) RN - 0 (Organometallic Compounds) RN - 0 (Triazoles) RN - 551W113ZEP (2,2'-Dipyridyl) RN - 7440-15-5 (Rhenium) RN - 789U1901C5 (Copper) RN - N762921K75 (Nitrogen) SB - IM MH - 2,2'-Dipyridyl/*chemistry MH - Catalysis MH - Chelating Agents/*chemical synthesis MH - Copper/chemistry MH - Crystallography, X-Ray MH - Cyclization MH - Ligands MH - Nitrogen/chemistry MH - Organometallic Compounds/*chemical synthesis MH - Photochemistry MH - Rhenium/*chemistry MH - Spectrum Analysis MH - Triazoles/*chemistry EDAT- 2008/06/19 09:00 MHDA- 2008/11/11 09:00 CRDT- 2008/06/19 09:00 PHST- 2008/06/19 09:00 [pubmed] PHST- 2008/11/11 09:00 [medline] PHST- 2008/06/19 09:00 [entrez] AID - 10.1039/b718538c [doi] PST - ppublish SO - Dalton Trans. 2008 Jul 7;(25):3292-300. doi: 10.1039/b718538c. Epub 2008 May 22.