2010
DOI: 10.1002/ejic.201000122
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Ruthenium(II) Complexes of Carboxylated Terpyridines and Dipyrazinylpyridines

Abstract: One-pot preparations of carboxylated 2,2Ј;6Ј,2ЈЈ-terpyridine and 2,6-dipyrazin-2-ylpyridine ligands are reported in free acid and ester forms, as well as their transformations to homoleptic Ru II complexes in very good yields. Density functional theory calculations of their geometry-optimized structures enabled their comparison with crystal structures; although the gross features of the crystal structures were reproduced, they showed much variability and distortion. The spectroscopic and electrochemical proper… Show more

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Cited by 32 publications
(18 citation statements)
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“…A similar synthetic strategy for the ruthenium complex Ru(L1) 2 failed, probably due to competing side reactions of the ethynyl groups at the elevated temperature required for the complexation. Using the more stable TIPS-protected ligand L2 the corresponding ruthenium complex Ru(L2) 2 was obtained according to a reported procedure 29 by treating RuCl 3 with AgBF 4 in refluxing dimethylformamide (DMF) before L2 was added and the reaction mixture was refluxed for 3.5 days. Precipitation from aqueous NH 4 PF 6 and excessive purification by column chromatography (CC) provided Ru(L2) 2 in moderate yield (31%) as a red solid.…”
Section: Resultsmentioning
confidence: 99%
“…A similar synthetic strategy for the ruthenium complex Ru(L1) 2 failed, probably due to competing side reactions of the ethynyl groups at the elevated temperature required for the complexation. Using the more stable TIPS-protected ligand L2 the corresponding ruthenium complex Ru(L2) 2 was obtained according to a reported procedure 29 by treating RuCl 3 with AgBF 4 in refluxing dimethylformamide (DMF) before L2 was added and the reaction mixture was refluxed for 3.5 days. Precipitation from aqueous NH 4 PF 6 and excessive purification by column chromatography (CC) provided Ru(L2) 2 in moderate yield (31%) as a red solid.…”
Section: Resultsmentioning
confidence: 99%
“…[9,10] Low-emission quantum yields and low excited-state lifetimes at room temperature in fluid solution result in less useful complexes within the field of photoinduced electron transfer (PET) or energy transfer. [11][12][13] Efforts to improve the photophysical properties of Ru II complexes with tridentate ligands were made by increasing the bite angles of the chelate ligands [14][15][16][17][18] and by tuning HOMO and LUMO energies by adding push-pull substituents to the ligand periphery. [19][20][21][22][23][24] Employing heteroleptic [Ru(bpy)(bpy-X)(bpy-Y)] 2+ complexes with two (or more) differently substituted bpy to ruthenium is observed in 2 but not in 1 (light harvesting).…”
Section: Introductionmentioning
confidence: 99%
“…The principally analogous compound [Ru(tpy) 2 ] 2+ (tpy = 2,2′;6′,2″‐terpyridine) is far less studied than its bpy congener and rarely employed in photophysical contexts 9,10. Low‐emission quantum yields and low excited‐state lifetimes at room temperature in fluid solution result in less useful complexes within the field of photoinduced electron transfer (PET) or energy transfer 1113. Efforts to improve the photophysical properties of Ru II complexes with tridentate ligands were made by increasing the bite angles of the chelate ligands1418 and by tuning HOMO and LUMO energies by adding push–pull substituents to the ligand periphery 19–24…”
Section: Introductionmentioning
confidence: 99%
“…1,10-Phenanthroline-5,6-diamine [33] and 2,6-di(pyridin-2-yl)isonicotinic acid [34] were synthesized according to previously published protocols. [Ru(bpy) 2 (HL 1 )](ClO 4 ) [1,10]phenanthroline} was synthesized according to a modified method previously reported for an analogous Ru(II) complex [35].…”
Section: Methodsmentioning
confidence: 99%