Stepwise syntheses of mono- and di-nuclear ruthenium tpphz complexes [(bpy)2Ru(tpphz)]2–and [(bpy)2Ru(tpphz)Ru(bpy)2]4+{tpphz = tetrapyrido[3,2-a: 2′,3′-c: 3″,2″-h: 2″,3‴-j]phenazine}

Bolger, Joseph; Gourdon, André; Ishow, Eléna; Launay, Jean‐Pierre

doi:10.1039/c39950001799

Cited by 86 publications

(61 citation statements)

References 28 publications

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“…The products were characterized by 1 H NMR, IR and Mass spectroscopic data. In addition, this methodology is also useful for the synthesis of sterically hindered quinoxaline such as tetrapyrido[3,2-a:2',3'-c:3",2"-h:2"',3"'-j]phenazine (tpphz) 6 (73% yield) by condensing [1,10]phenanthroline-5,6-dione 4 with [1,10]phenanthroline-5,6-diamine 5 in PEG-600-H 2 O (scheme 2). This new molecule may have biological potential, synthetic and technological importance and they may also provide new prototypes for DNA interaction.…”

Section: Resultsmentioning

confidence: 99%

“…2 Besides this, they are potential building blocks for the synthesis of anion receptors, 3 cavitands, 4 dehydroannulenes, 5 organic semiconductors, 6 and dyes. 7 Molecules like dipyrido [3,2-a:2',3'-c] phenazine (dppz), 8 dipyrido [3,2-f:2',3'-h]quinoxaline (dpq) 9 and tetrapyrido [3,2-a:2',3'-c:3",2"-h:2"',3"'-j]phenazine (tpphz) 10 derivatives exhibit interesting properties, such as bidentate coordination ability, rigidity, π-accepting character and planar highly conjugated aromatic structure (figure 1). All these interesting properties and nitrogen sites enable them to act as therapeutic agents that are capable of binding and cleaving DNA under the physiological condition.…”

Section: Introductionmentioning

confidence: 99%

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Polyethylene glycol in water: A simple, efficient and green protocol for the synthesis of quinoxalines

2011

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A variety of biologically important quinoxaline derivatives has been efficiently synthesized in excellent yields under extremely mild conditions using PEG-600 and water. This inexpensive, non-toxic, ecofriendly and readily available system efficiently condensed several aromatic as well as aliphatic 1,2-diketones with aromatic and aliphatic 1,2-diamines to afford the products in excellent yield. Polyethylene glycol (PEG) can be recovered and recycled.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Polyethylene glycol in water: A simple, efficient and green protocol for the synthesis of quinoxalines

2011

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“…1,10-phenanthroline-5,6-dione, [51,52] 1H-imidazo [4,5- [14,53,54] [56] were prepared according to published procedures. All other reagents and solvents were commercially available from Merck, Sigma-Aldrich, ABCR or Roth and used without further purification.…”

Section: Esi Mass Spectrometry (Esi-ms)mentioning

confidence: 99%

Synthetic Strategies for Variably Substituted Ruthenium–Imidazophenanthrolinium Complexes

et al. 2014

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The synthesis of several symmetric and asymmetric substituted imidazophenanthrolinium ligands and their corresponding ruthenium polypyridyl complexes was achieved by applying a newly designed synthetic concept. By testing different moieties, the advantages and limits of the synthetic approach could be defined. The substitution pattern on the imidazolium moiety has no significant influence on the structural aspects of the imidazophenanthrolinium backbone or on the photophysical properties of the ruthenium compounds. Given that imidazolium salts act as precursors for N‐heterocyclic carbenes, the reported results provide the basis for the design of highly efficient oligonuclear photocatalysts.

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“…30 A direct introduction of the poorly soluble tpphz to (1) was avoided because of the thermal instability of bpyMeP under high-temperature conditions needed for the introduction of tpphz. The preparation of (3) would therefore imply the generation of the precursor [Ru(η 6 -C 6 H 6 )(tpphz)OTf ]OTf.…”

Section: Metal Complex Synthesismentioning

confidence: 99%

Synthesis and characterization of an immobilizable photochemical molecular device for H₂-generation

et al. 2015

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With [Ru(II)(bpyMeP)2tpphzPtCl2](2+) (4) a molecular photocatalyst has been synthesized for visible-light-driven H2-evolution. It contains the ligand bpyMeP (4,4'-bis(diethyl-(methylene)-phosphonate)-2,2'-bipyridine) with phosphate ester groups as precursors for the highly potent phosphonate anchoring groups, which can be utilized for immobilization of the catalyst on metal-oxide semiconductor surfaces. The synthesis was optimized with regard to high yields, bpyMeP was fully characterized and a solid-state structure could be obtained. Photophysical studies showed that the photophysical properties and the localization of the excited states are not altered compared to similar Ru-complexes without anchoring group precursors. (4) was even more active in homogenous catalysis experiments than [Ru(II)(tbbpy)2tpphzPtCl2](2+) (6) with tbbpy (4,4'-bis(tbutyl)-2,2'-bipyridine) as peripheral ligands. After hydrolysis (4) was successfully immobilized on NiO, suggesting that an application in photoelectrosynthesis cells is feasible.

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Stepwise syntheses of mono- and di-nuclear ruthenium tpphz complexes [(bpy)₂Ru(tpphz)]^2–and [(bpy)₂Ru(tpphz)Ru(bpy)₂]⁴⁺{tpphz = tetrapyrido[3,2-a: 2′,3′-c: 3″,2″-h: 2″,3‴-j]phenazine}

Cited by 86 publications

References 28 publications

Polyethylene glycol in water: A simple, efficient and green protocol for the synthesis of quinoxalines

Polyethylene glycol in water: A simple, efficient and green protocol for the synthesis of quinoxalines

Synthetic Strategies for Variably Substituted Ruthenium–Imidazophenanthrolinium Complexes

Synthesis and characterization of an immobilizable photochemical molecular device for H₂-generation

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Stepwise syntheses of mono- and di-nuclear ruthenium tpphz complexes [(bpy)2Ru(tpphz)]2–and [(bpy)2Ru(tpphz)Ru(bpy)2]4+{tpphz = tetrapyrido[3,2-a: 2′,3′-c: 3″,2″-h: 2″,3‴-j]phenazine}

Cited by 86 publications

References 28 publications

Polyethylene glycol in water: A simple, efficient and green protocol for the synthesis of quinoxalines

Polyethylene glycol in water: A simple, efficient and green protocol for the synthesis of quinoxalines

Synthetic Strategies for Variably Substituted Ruthenium–Imidazophenanthrolinium Complexes

Synthesis and characterization of an immobilizable photochemical molecular device for H2-generation

Contact Info

Product

Resources

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Stepwise syntheses of mono- and di-nuclear ruthenium tpphz complexes [(bpy)₂Ru(tpphz)]^2–and [(bpy)₂Ru(tpphz)Ru(bpy)₂]⁴⁺{tpphz = tetrapyrido[3,2-a: 2′,3′-c: 3″,2″-h: 2″,3‴-j]phenazine}

Synthesis and characterization of an immobilizable photochemical molecular device for H₂-generation