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inquiry2-acetylpyridine
terephthalaldehyde,
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
With ammonium hydroxide; potassium tert-butylate In ethanol for 20h; Inert atmosphere; | 77% |
With ammonium hydroxide; sodium hydroxide In ethanol; water at 25℃; for 10h; | 62% |
With ammonium hydroxide; potassium hydroxide In water for 48h; Reflux; | 50% |
With potassium hydroxide; ammonium hydroxide In methanol for 48h; Heating; | 39% |
With ammonium hydroxide; potassium hydroxide In ethanol at 60℃; for 24h; Inert atmosphere; |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
With ammonium acetate In ethanol for 120h; Reflux; | 72% |
With ammonium acetate In ethanol for 120h; Heating; | 39% |
With ammonium hydroxide In various solvent(s) at 100℃; for 2h; |
methyl (4-pyridyl) ketone
terephthalaldehyde,
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
Stage #1: methyl (4-pyridyl) ketone; terephthalaldehyde, With ammonia; sodium hydroxide In ethanol; water at 0℃; for 1h; Stage #2: In ethanol; water at 80℃; for 24h; | 55% |
3-[4-(3-oxo-3-pyridin-2-yl-propenyl)-phenyl]-1-pyridin-2-yl-propenone
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
With ammonium acetate |
2-acetylpyridine
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOH / various solvent(s) / 2 h / 0 °C 2: aq. NH3 / various solvent(s) / 2 h / 100 °C View Scheme | |
Multi-step reaction with 2 steps 1: 46 percent / 3percent aq. KOH / ethanol / 2 h 2: NH4(OAc) View Scheme | |
Multi-step reaction with 2 steps 1: 64 percent / aq. NaOH / ethanol / 8 h / Ambient temperature 2: 39 percent / ammonium acetate / ethanol / 120 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: potassium hydroxide / methanol; water / 48 h / 20 °C 2: potassium hydroxide / ethanol; water / Reflux 3: ammonium acetate / ethanol / 120 h / Reflux View Scheme |
terephthalaldehyde,
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOH / various solvent(s) / 2 h / 0 °C 2: aq. NH3 / various solvent(s) / 2 h / 100 °C View Scheme | |
Multi-step reaction with 2 steps 1: 46 percent / 3percent aq. KOH / ethanol / 2 h 2: NH4(OAc) View Scheme | |
Multi-step reaction with 2 steps 1: 64 percent / aq. NaOH / ethanol / 8 h / Ambient temperature 2: 39 percent / ammonium acetate / ethanol / 120 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: potassium hydroxide / methanol; water / 48 h / 20 °C 2: potassium hydroxide / ethanol; water / Reflux 3: ammonium acetate / ethanol / 120 h / Reflux View Scheme |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
In toluene under Ar or He; room temp. toluene soln. of Yb complex (2 equiv.) added to solid ligand with stirring; solvent removed under vac.; elem. anal.; | 99% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[(η5-indenyl)(triphenylphosphine)(acetonitrile)ruthenium(II)] hexafluorophosphate
Conditions | Yield |
---|---|
In benzene Ru complex was refluxed with ligand in benzene for 4 h; concd. (vac.); Et2O added; filtered; washed (methanol; Et2O); | 90% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(acetonitrile)ruthenium(II)] hexafluorophosphate
Conditions | Yield |
---|---|
In benzene Ru complex was refluxed with ligand in benzene for 4 h; concd. (vac.); Et2O added; filtered; washed (methanol; Et2O); | 90% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
In methanol Ar-atmosphere; refluxing Ru-complex with slight excess of ligand for 18 h, cooling, filtration (celite), treatment with excess NH4PF6 (pptn.); filtration, drying; elem. anal.; | 82% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
water
Conditions | Yield |
---|---|
In water High Pressure; under hydrothermal conditions, in Parr acid digestion bomb; mixt. of Cu salt, ligand and H2O (molar ratio 1.7:1:340) heated at 200°C for 98 h; crystals isolated; | 80% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
at 160℃; for 72h; Autoclave; | 80% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
bromopentacarbonylmanganese(I)
Conditions | Yield |
---|---|
In acetone for 15h; Inert atmosphere; Reflux; | 78% |
potassium hexafluorophosphate
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[trichloro(4'-tolyl-2,2':6',2''-terpyridine)ruthenium(III)]
Conditions | Yield |
---|---|
With AgBF4 In N,N-dimethyl-formamide; acetone; acetonitrile byproducts: AgCl; mixt. Ru-complex and AgBF4 refluxed in acetone (2h, in air), mixt. filtered (removal of AgCl), addn. DMF, evapn. acetone, soln. slowly added tohot soln. (80°C) of the terpyridine/DMF, mixt. refluxed (1 h, under Ar), evapn., addn. KPF6 and CH3CN; addn. water (pptn.), evapn. of CH3CN, ppt. washed (1. water (twice), 2.ethr (twice)), column chromy. (silica gel, acetonitrile); | 77% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
silver trifluoromethanesulfonate
Conditions | Yield |
---|---|
In methanol at 20℃; for 16h; Inert atmosphere; Darkness; | 76% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[Pt(C6F4CF3)2(S(C2H5)2)2]
[(Pt(C6F4CF3)2)2C36H24N6]
Conditions | Yield |
---|---|
In not given (N2); elem. anal.; | 73% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
In water at 119.84℃; for 24h; Autoclave; | 73% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[trichloro(4'-tolyl-2,2':6',2''-terpyridine)ruthenium(III)]
Conditions | Yield |
---|---|
With silver tetrafluoroborate In N,N-dimethyl-formamide byproducts: AgCl; Ru and Ag compds. refluxed in acetone for 3 h, filtered, concd. (vac.), DMF added, acetone removed, soln. added to a soln. of ligand (1.5 equiv)at 80°C, refluxed (Ar, 2 h), cooled, added to a soln. of NH4PF6 (H2O); ppt. filtered, washed (H2O, diethyl ether), solvent removed (vac.), chromy. (alumina, CH3CN/KNO3/H2O/N(C2H5)3), repptd. (NH4PF6); elem. anal.; | 70% |
With silver tetrafluoroborate In N,N-dimethyl-formamide; acetone Ru-complex was reacted with AgBF4 in acetone, refluxed for 3 h, ligand in DMF was added, refluxed for 2 h under Ar, aq. NH4PF6 was added; column chromy. on alumina with MeCN/satd. KNO3/H2O; | 70% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
water
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 160℃; for 72h; Autoclave; | 66.3% |
sodium tetrafluoroborate
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
In methanol stirring (4 h); evapn., dichloromethane addn.; elem. anal.; | 60% |
potassium hexafluorophosphate
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
(2,4-bis(2-pyridyl)-6-p-bromophenyl-1,3,5-triazine)RuCl3
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide suspn. Ru complex and ligand in DMF was refluxed for 1 h, react. mixt. was cooled, KPF6 was added; ppt. was filtered, soln. was evapd., dissolved in MeCN and treated with aq. KPF6, ppt. was filtered, dissolved in MeCN and chromd. on silica (MeCN-aq.KNO3 9:1), aq. KPF6 was added, ppt. was dissolved in MeCN and pptd. with water; elem. anal.; | 50% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
water
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
at 160℃; for 72h; Autoclave; | 43.9% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide a soln. of ligand (slight excess) added to a soln. of Ru compd., refluxed under Ar for 24 h, cooled, added to a soln. of NH4PF6 (H2O); chromy. (alumina, CH3CN/satd.KNO3/H2O/N(C2H5)3); elem. anal.; | 40% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[(PtI(CH3)3)2C36H24N6]
Conditions | Yield |
---|---|
In not given (N2); elem. anal.; | 36% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
rhenium(I) pentacarbonyl bromide
[(ReBr(CO)3)2C36H24N6]
Conditions | Yield |
---|---|
In not given (N2); elem. anal.; | 35% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
In methanol Ar-atmosphere; refluxing Ru-complex with slight excess of ligand for 18 h, cooling, filtration (celite), treatment with excess NH4PF6 (pptn.); filtration, drying; elem. anal.; | 33% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[4'-(p-tolyl)-2, 2':6',2''-terpyridine]osmium trichloride
Conditions | Yield |
---|---|
In ethylene glycol under N2; a soln. of a ligand (0.81 mmol) and Os-contg. compd. (0.403 mmol) in ethylene glycol was stirred at reflux for 1 h; the mixt. was cooled to room temp.; excess aq. NH4PF6 was added; the ppt. was filtered off, washed with H2O and diethyl ether, and re-dissolved in CH3CN; the filtrate was evapd. and the residue was dried in vac.; column chromy. on silica with CH3CN-aq. KNO3; | A 30% B 22% |
potassium hexafluorophosphate
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
(4'-(p-bromophenyl)-2,2':6',2''-terpyridine)RuCl3
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide suspn. Ru complex and ligand in DMF was refluxed for 15 min, react. mixt. was cooled, KPF6 was added; ppt. was filtered, soln. was evapd., dissolved in MeCN and treated with aq. KPF6, ppt. was filtered, dissolved in MeCN and chromd. on silica (MeCN-aq.KNO3 9:1), aq. KPF6 was added, ppt. was dissolved in MeCN and pptd. with water; elem. anal.; | 30% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[Ir(hydrido)2(acetone)2(triphenylphosphine)2](BF4)
chloroform
Conditions | Yield |
---|---|
In chloroform (Ar); using Schlenk techniques; mixing of (IrH2(PPh3)2(acetone)2)(BF4) (1 equiv.) and 1,4-bis(2,2':6',2''-terpyridine-4'-yl)benzene (1 equiv.) in CHCl3 overnight; filtration, placing of filtrate in glass tubes and layering with hexane;sealing of tubes, standing at room temp. for 3 days; elem. anal.; | 28% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
[Pt(C6F4CF3)2(S(C2H5)2)2]
[Pt(C6F4CF3)2C36H24N6]
Conditions | Yield |
---|---|
In not given (N2); elem. anal.; | 28% |
potassium hexafluorophosphate
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
Conditions | Yield |
---|---|
In water; ethylene glycol (under Ar); suspn. of Ir-complex and ligand in ethylene glycol refluxed for 45 min, cooled to room temp., H2O added, aq. soln. of KPF6 added; ppt. collected, washed with H2O, dissolved in MeCN, solvent removed, purified on silica gel chromy. with MeCN/H2O/KNO3 100/3/0.3-100/20/2; | 26% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
RuCl3(C5H2N(SO2CH3)(C5H4N)2)
Conditions | Yield |
---|---|
In methanol; water; ethylene glycol suspn. of the terpyridine and Ru-complex in 1,2-ethanediol refluxed (45min), red soln. allowed to cool, addn. H2O and excess NH4PF6/MeOH (pptn.); ppt. redissolved in min. amt. CH3CN, column chromy. (silica; CH3CN, satd. aq. KNO3, H2O (7:1:0.5 v/v)), main orange fraction collected, addn. H2O and excess NH4PF6/MeOH, partial evapn. (vac.), pptn., recrystn. (acetone/MeOH (1:1)); | 22% |
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
1,4-butylenediphosphonic acid
hydrogen fluoride
copper(II) acetate monohydrate
Conditions | Yield |
---|---|
In hydrogen fluoride aq. HF; High Pressure; mixt. Cu acetate, MoO3, benzene-bis(terpyridine), butylenediphosphonic acid, H2O, and HF (molar ratio=2.11:5.63:1.00:2.48:6010.8:248.43) heatedat 180°C for 2 d; | A 20% B n/a |
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