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4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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146406-75-9 Usage

Uses

Used in Coordination Chemistry:
4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) is used as a ligand for the formation of coordination complexes with metal ions, leveraging its complex structure to create supramolecular assemblies with potential applications in various fields.
Used in the Development of Functional Materials:
In the field of materials science, 4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) is utilized for its potential in creating functional materials with unique electronic and photophysical properties, contributing to advances in material design and synthesis.
Used in Optoelectronic Devices:
4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) is employed in the development of optoelectronic devices, capitalizing on its interesting electronic and photophysical characteristics to enhance device performance and functionality.
Used in Sensor Technology:
4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) is also studied for its potential use in the development of sensors, where its unique properties can contribute to the sensitivity and selectivity of detecting various analytes.
Overall, 4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) is a versatile and promising chemical compound with applications spanning across coordination chemistry, materials science, optoelectronics, and sensor technology.

Check Digit Verification of cas no

The CAS Registry Mumber 146406-75-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,6,4,0 and 6 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 146406-75:
(8*1)+(7*4)+(6*6)+(5*4)+(4*0)+(3*6)+(2*7)+(1*5)=129
129 % 10 = 9
So 146406-75-9 is a valid CAS Registry Number.

146406-75-9 Well-known Company Product Price

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  • TCI America

  • (B4194)  1,4-Di[[2,2':6',2''-terpyridin]-4'-yl]benzene  >97.0%(N)

  • 146406-75-9

  • 200mg

  • 690.00CNY

  • Detail
  • TCI America

  • (B4194)  1,4-Di[[2,2':6',2''-terpyridin]-4'-yl]benzene  >97.0%(N)

  • 146406-75-9

  • 1g

  • 1,990.00CNY

  • Detail
  • Aldrich

  • (516902)  4′,4′′′′-(1,4-Phenylene)bis(2,2′:6′,2′′-terpyridine)  96%

  • 146406-75-9

  • 516902-500MG

  • 1,191.06CNY

  • Detail

146406-75-9Synthetic route

2-acetylpyridine
1122-62-9

2-acetylpyridine

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

Conditions
ConditionsYield
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<1,5-dioxo-1,5-bis(2-pyridyl)pentan-3-yl>benzene

1,4-bis<1,5-dioxo-1,5-bis(2-pyridyl)pentan-3-yl>benzene

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

Conditions
ConditionsYield
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
1122-54-9

methyl (4-pyridyl) ketone

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

Conditions
ConditionsYield
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
210306-18-6

3-[4-(3-oxo-3-pyridin-2-yl-propenyl)-phenyl]-1-pyridin-2-yl-propenone

2-acetylpyridine pyridinium hexafluorophosphate

2-acetylpyridine pyridinium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

Conditions
ConditionsYield
With ammonium acetate
2-acetylpyridine
1122-62-9

2-acetylpyridine

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

Conditions
ConditionsYield
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,
623-27-8

terephthalaldehyde,

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

bis(pentamethylcyclopentadienyl)ytterbium * Et2O

bis(pentamethylcyclopentadienyl)ytterbium * Et2O

[(C5Me5)2Yb](1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)[Yb(C5Me5)2]

[(C5Me5)2Yb](1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)[Yb(C5Me5)2]

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[(η5-indenyl)(triphenylphosphine)(acetonitrile)ruthenium(II)] hexafluorophosphate
241152-08-9

[(η5-indenyl)(triphenylphosphine)(acetonitrile)ruthenium(II)] hexafluorophosphate

[((η5-indenyl)Ru(PPh3))2(1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene)]PF6

[((η5-indenyl)Ru(PPh3))2(1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene)]PF6

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(acetonitrile)ruthenium(II)] hexafluorophosphate
529499-17-0

[(η5-pentamethylcyclopentadienyl)(triphenylphosphine)(acetonitrile)ruthenium(II)] hexafluorophosphate

[((C5Me5)Ru(PPh3))2(1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene)]PF6

[((C5Me5)Ru(PPh3))2(1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene)]PF6

Conditions
ConditionsYield
In benzene Ru complex was refluxed with ligand in benzene for 4 h; concd. (vac.); Et2O added; filtered; washed (methanol; Et2O);90%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

Ru(C15H11N3)((C15H10N3)2C6H4RuCl3)(2+)*2PF6(1-)*5H2O=[Ru(C15H11N3)((C15H10N3)2C6H4)RuCl3](PF6)2*5H2O

Ru(C15H11N3)((C15H10N3)2C6H4RuCl3)(2+)*2PF6(1-)*5H2O=[Ru(C15H11N3)((C15H10N3)2C6H4)RuCl3](PF6)2*5H2O

{Ru(C5H3N(C5H4N)2)}2{C5H2N(C5H4N)2}2C6H4(4+)*4PF6(1-)={{Ru(C5H3N(C5H4N)2)}2{C5H2N(C5H4N)2}2C6H4}{PF6}4

{Ru(C5H3N(C5H4N)2)}2{C5H2N(C5H4N)2}2C6H4(4+)*4PF6(1-)={{Ru(C5H3N(C5H4N)2)}2{C5H2N(C5H4N)2}2C6H4}{PF6}4

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

copper(ll) sulfate pentahydrate

copper(ll) sulfate pentahydrate

water
7732-18-5

water

[Zn2(1,4-bis(2,2':6',2''-terpyridine-4-yl)benzene)(SO4)2]*2H2O

[Zn2(1,4-bis(2,2':6',2''-terpyridine-4-yl)benzene)(SO4)2]*2H2O

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

[(CoCl2)2(μ-(1,4-bis[(2,2′:6',2

[(CoCl2)2(μ-(1,4-bis[(2,2′:6',2"-terpyridyl)-4'-yl]benzene))]*4(dimethylformamide)

Conditions
ConditionsYield
at 160℃; for 72h; Autoclave;80%
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

bromopentacarbonylmanganese(I)
14516-54-2

bromopentacarbonylmanganese(I)

C42H24Br2Mn2N6O6

C42H24Br2Mn2N6O6

Conditions
ConditionsYield
In acetone for 15h; Inert atmosphere; Reflux;78%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[trichloro(4'-tolyl-2,2':6',2''-terpyridine)ruthenium(III)]
136276-24-9

[trichloro(4'-tolyl-2,2':6',2''-terpyridine)ruthenium(III)]

(4'-p-tolyl-2,2':6',2''-terpyridin)(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)ruthenium(II) hexafluorophosphate

(4'-p-tolyl-2,2':6',2''-terpyridin)(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)ruthenium(II) hexafluorophosphate

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

C36H24N6*2Ag(1+)*2CF3O3S(1-)

C36H24N6*2Ag(1+)*2CF3O3S(1-)

Conditions
ConditionsYield
In methanol at 20℃; for 16h; Inert atmosphere; Darkness;76%
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[Pt(C6F4CF3)2(S(C2H5)2)2]
198560-46-2

[Pt(C6F4CF3)2(S(C2H5)2)2]

[(Pt(C6F4CF3)2)2C36H24N6]
217639-52-6

[(Pt(C6F4CF3)2)2C36H24N6]

Conditions
ConditionsYield
In not given (N2); elem. anal.;73%
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

C36H28Cl4Mn2N6O2*2H2O

C36H28Cl4Mn2N6O2*2H2O

Conditions
ConditionsYield
In water at 119.84℃; for 24h; Autoclave;73%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[trichloro(4'-tolyl-2,2':6',2''-terpyridine)ruthenium(III)]
136276-24-9

[trichloro(4'-tolyl-2,2':6',2''-terpyridine)ruthenium(III)]

(4'-p-tolyl-2,2':6',2''-terpyridin)(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)ruthenium(II) hexafluorophosphate

(4'-p-tolyl-2,2':6',2''-terpyridin)(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)ruthenium(II) hexafluorophosphate

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

water
7732-18-5

water

μ-1,4-bis(2,2’:6’,2’’-terpyridin-4’-yl)benzene-κ3N1,N2,N6:κ3N3,N4,N5-bis[(diformato-κO)-zinc(II)] dihydrate

μ-1,4-bis(2,2’:6’,2’’-terpyridin-4’-yl)benzene-κ3N1,N2,N6:κ3N3,N4,N5-bis[(diformato-κO)-zinc(II)] dihydrate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 160℃; for 72h; Autoclave;66.3%
sodium tetrafluoroborate
13755-29-8

sodium tetrafluoroborate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

(C5(CH3)5RhCl)2((C5H4N)2C5H2N(C6H4)C5H2N(C5H4N)2)(2+)*2BF4(1-)=[(C5(CH3)5RhCl)2((C5H4N)2C5H2N(C6H4)C5H2N(C5H4N)2)](BF4)2

(C5(CH3)5RhCl)2((C5H4N)2C5H2N(C6H4)C5H2N(C5H4N)2)(2+)*2BF4(1-)=[(C5(CH3)5RhCl)2((C5H4N)2C5H2N(C6H4)C5H2N(C5H4N)2)](BF4)2

Conditions
ConditionsYield
In methanol stirring (4 h); evapn., dichloromethane addn.; elem. anal.;60%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

(2,4-bis(2-pyridyl)-6-p-bromophenyl-1,3,5-triazine)RuCl3
879495-64-4

(2,4-bis(2-pyridyl)-6-p-bromophenyl-1,3,5-triazine)RuCl3

[(2,4-bis(2-pyridyl)-6-p-bromophenyl-1,3,5-triazine)Ru(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)Ru(2,4-bis(2-pyridyl)-6-p-bromophenyl-1,3,5-triazine)](PF6)4*KPF6

[(2,4-bis(2-pyridyl)-6-p-bromophenyl-1,3,5-triazine)Ru(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)Ru(2,4-bis(2-pyridyl)-6-p-bromophenyl-1,3,5-triazine)](PF6)4*KPF6

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

water
7732-18-5

water

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

di-μ-oxido-bis{μ-1,4-bis(2,2’:6’,2’’-terpyridin-4’-yl)benzene κ3N1,N2,N6:κ3N3,N4,N5-bis[(formato-κO)-zinc(II)]} monodimethylformamide hexahydrate

di-μ-oxido-bis{μ-1,4-bis(2,2’:6’,2’’-terpyridin-4’-yl)benzene κ3N1,N2,N6:κ3N3,N4,N5-bis[(formato-κO)-zinc(II)]} monodimethylformamide hexahydrate

Conditions
ConditionsYield
at 160℃; for 72h; Autoclave;43.9%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

ruthenium(III) chloride trihydrate

ruthenium(III) chloride trihydrate

bis(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)ruthenium(II) hexafluorophosphate

bis(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)ruthenium(II) hexafluorophosphate

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

(trimethylplatinum(IV) iodide)4

(trimethylplatinum(IV) iodide)4

[(PtI(CH3)3)2C36H24N6]
217639-55-9

[(PtI(CH3)3)2C36H24N6]

Conditions
ConditionsYield
In not given (N2); elem. anal.;36%
1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

rhenium(I) pentacarbonyl bromide
14220-21-4

rhenium(I) pentacarbonyl bromide

[(ReBr(CO)3)2C36H24N6]
217639-53-7

[(ReBr(CO)3)2C36H24N6]

Conditions
ConditionsYield
In not given (N2); elem. anal.;35%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

(Ru(C15H10N3)2)2(C6H4)2((C15H11N3)RuCl3)(4+)*4PF6(1-)*9H2O=[(Ru(C15H10N3)2)2(C6H4)2((C15H11N3)RuCl3)](PF6)4*9H2O

(Ru(C15H10N3)2)2(C6H4)2((C15H11N3)RuCl3)(4+)*4PF6(1-)*9H2O=[(Ru(C15H10N3)2)2(C6H4)2((C15H11N3)RuCl3)](PF6)4*9H2O

(Ru(C15H10N3)2C6H4)3(C15H11N3)(6+)*6PF6(1-)=[(Ru(C15H10N3)2C6H4)3(C15H11N3)](PF6)6

(Ru(C15H10N3)2C6H4)3(C15H11N3)(6+)*6PF6(1-)=[(Ru(C15H10N3)2C6H4)3(C15H11N3)](PF6)6

Conditions
ConditionsYield
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%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[4'-(p-tolyl)-2, 2':6',2''-terpyridine]osmium trichloride
124643-10-3

[4'-(p-tolyl)-2, 2':6',2''-terpyridine]osmium trichloride

A

[(4,4''''-(1,4-phenylene)bis(2,2':6',2''-terpyridine))Os(4'-tolyl-2,2':6',2''-terpyridine)][PF6]2

[(4,4''''-(1,4-phenylene)bis(2,2':6',2''-terpyridine))Os(4'-tolyl-2,2':6',2''-terpyridine)][PF6]2

B

[(4'-tolyl-2,2':6',2''-terpyridine)Os(4,4''''-(1,4-phenylene)bis(2,2':6',2''-terpyridine))Os(4'-tolyl-2,2':6',2''-terpyridine)][PF6]4

[(4'-tolyl-2,2':6',2''-terpyridine)Os(4,4''''-(1,4-phenylene)bis(2,2':6',2''-terpyridine))Os(4'-tolyl-2,2':6',2''-terpyridine)][PF6]4

Conditions
ConditionsYield
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
17084-13-8

potassium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

(4'-(p-bromophenyl)-2,2':6',2''-terpyridine)RuCl3
586400-18-2

(4'-(p-bromophenyl)-2,2':6',2''-terpyridine)RuCl3

[(4'-(p-bromophenyl)-2,2':6',2''-terpyridine)Ru(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)Ru(4'-(p-bromophenyl)-2,2':6',2''-terpyridine)](PF6)4*2KPF6

[(4'-(p-bromophenyl)-2,2':6',2''-terpyridine)Ru(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)Ru(4'-(p-bromophenyl)-2,2':6',2''-terpyridine)](PF6)4*2KPF6

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[Ir(hydrido)2(acetone)2(triphenylphosphine)2](BF4)
82582-67-0, 72414-17-6

[Ir(hydrido)2(acetone)2(triphenylphosphine)2](BF4)

chloroform
67-66-3

chloroform

[Ir2(hydrido)4(triphenylphosphine)4(1,4-bis(2,2':6',2''-terpyridine-4'-yl)benzene)](BF4)2*6CHCl3

[Ir2(hydrido)4(triphenylphosphine)4(1,4-bis(2,2':6',2''-terpyridine-4'-yl)benzene)](BF4)2*6CHCl3

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

[Pt(C6F4CF3)2(S(C2H5)2)2]
198560-46-2

[Pt(C6F4CF3)2(S(C2H5)2)2]

[Pt(C6F4CF3)2C36H24N6]
217639-51-5

[Pt(C6F4CF3)2C36H24N6]

Conditions
ConditionsYield
In not given (N2); elem. anal.;28%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

bis(μ-chloro)-bis[1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C(2'),N-iridium chloride]

bis(μ-chloro)-bis[1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C(2'),N-iridium chloride]

[(1,3-dipyridyl-4,6-dimethylbenzene(1-))Ir(tpy-ph-tpy)Ir(1,3-dipyridyl-4,6-dimethylbenzene(1-))](PF6)4

[(1,3-dipyridyl-4,6-dimethylbenzene(1-))Ir(tpy-ph-tpy)Ir(1,3-dipyridyl-4,6-dimethylbenzene(1-))](PF6)4

Conditions
ConditionsYield
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%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

RuCl3(C5H2N(SO2CH3)(C5H4N)2)
146082-25-9

RuCl3(C5H2N(SO2CH3)(C5H4N)2)

[C5H4NC5H2(O2SCH3)NC5H4N]Ru[(C5H4NC5H2NC5H4N)2C6H4](2+)*2PF6(1-)=[(C15H10(O2SCH3)N3)Ru((C15H10N3)2C6H4)](PF6)2

[C5H4NC5H2(O2SCH3)NC5H4N]Ru[(C5H4NC5H2NC5H4N)2C6H4](2+)*2PF6(1-)=[(C15H10(O2SCH3)N3)Ru((C15H10N3)2C6H4)](PF6)2

Conditions
ConditionsYield
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
146406-75-9

1,4-bis(2,2':6',2''-terpyridin-4-yl)benzene

1,4-butylenediphosphonic acid
4671-77-6

1,4-butylenediphosphonic acid

hydrogen fluoride
7664-39-3

hydrogen fluoride

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

molybdenum(VI) oxide

molybdenum(VI) oxide

A

[Cu4(H2O)2(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)2(1,4-butylenediphosphonate)2(Mo4O21F)2]*4H2O

[Cu4(H2O)2(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)2(1,4-butylenediphosphonate)2(Mo4O21F)2]*4H2O

B

[Cu4(H2O)2(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)2(1,4-butylenediphosphonate)2(Mo4O21F)2]*6H2O

[Cu4(H2O)2(1,4-bis(2,2':6',2''-terpyridin-4'-yl)benzene)2(1,4-butylenediphosphonate)2(Mo4O21F)2]*6H2O

Conditions
ConditionsYield
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

146406-75-9Relevant academic research and scientific papers

Terpyridine derivatives as turn-on fluorescence chemosensors for the selective and sensitive detection of Zn2+ ions in solution and in live cells

Mandal, Tripti,Hossain, Anowar,Dhara, Anamika,Al Masum, Abdulla,Konar, Saugata,Manna, Saikat Kumar,Seth, Saikat Kumar,Pathak, Sudipta,Mukhopadhyay, Subrata

, p. 1068 - 1074 (2018)

A terpyridine based compound L1 was designed and synthesized as an off-on chemosensor for the detection of Zn2+. Chemosensor L1 showed excellent selectivity and sensitivity toward Zn2+ by exhibiting a large fluorescence enhancement (~51-fold) at 370 nm whereas other competitive metal ions did not show any noticeable change in the emission spectra of chemosensor L1. The chemosensor (L1) was shown to detect Zn2+ ions down to 9.76 μM at pH 7.4. However, chemosensor L1 binds Zn2+ in a 1:2 ratio (receptor:metal) with an association constant of 1.85 × 104 (R2 = 0.993) and this 1:2 stoichiometric fashion is established on the basis of a Job plot and mass spectroscopy. DFT/TD-DFT calculations were carried out to understand the binding nature, coordination features and electronic properties of L1 and the L1-2Zn2+ complex. In addition, this turn-on fluorescence probe was effectively used to image intracellular Zn2+ ions in cultured MDA-MB-468 cells.

Self-Assembled Pd(II) Barrels as Containers for Transient Merocyanine Form and Reverse Thermochromism of Spiropyran

Howlader, Prodip,Mondal, Bijnaneswar,Purba, Prioti Choudhury,Zangrando, Ennio,Mukherjee, Partha Sarathi

, p. 7952 - 7960 (2018)

Self-assembly of a cis-blocked Pd(II) 90° ditopic acceptor [cis-(tmeda)Pd(NO3)2] (M) with a tetradentate donor L1 [benzene-1,4-di(4-terpyridine)] in 2:1 molar ratio yielded two isometric molecular barrels MB1 and MB3 in DMSO [tmeda = N,N,N′N′-tetramethylethane-1,2-diamine]. Exclusive formation of the symmetrical tetrafacial barrel (MB1) was achieved when the self-assembly was performed in aqueous medium. The presence of a large confined cavity makes MB1 a potential molecular container. Spiropyran (SP) compounds exist in stable closed spiro form in visible light and convert to transient open merocyanine (MC) form upon irradiation with UV-light or upon strong heating. The transient MC form readily converts to the stable closed SP form in visible light. MB1 has been employed as a safe container to store the planar and unstable merocyanine isomers (MC1/2) of different spiropyran molecules (SP1/2) [SP1/2 = 6-bromo-spiropyran and 6-nitrospiropyran] for several days. The transient MC forms (MC1 and MC2) were found to be stable inside the molecular container MB1 under visible light and even in the presence of different stimuli such as heat and UV light for a long time. Such stabilization of MC forms inside the confined cavity of MB1 is noteworthy. This phenomenon was generalized by utilizing a carbazole-based molecular barrel (MB2) as a host, which also showed a similar stabilization of transient MC form in visible light at room temperature. Moreover, reverse thermochromism was observed as a result of heating of the MC1 ? MB2 complex, which de-encapsulates the guest in the form of SP1 to give a colorless solution. Moreover, both the host molecules (MB1, MB2) were capable of stabilizing transient MC2 even in the solid state. Such stabilization of transient MC forms in the solid state and transformation of SP forms to MC forms in the solid state in the presence of molecular barrel are remarkable, and these properties have been employed in developing a magic ink.

Spectroscopic and antimicrobial activity of photoactivatable tricarbonyl Mn(I) terpyridine compounds

Mansour, Ahmed M.,Radacki, Krzysztof

, (2020)

The photoinduced fac-[MnBr(CO)3(L–k2N1,N2)] (L = 4′-(2-pyridyl)-2,2′:6′,2′'-terpyridine (LPy) (1) and 4′-(4-phenyl morpholine)-2,2′:6′,2′'-terpyridine (Lmorph) (2)) and fac-[Mn2B

New solid-state Eu(III)-containing metallo-supramolecular polymers: Morphology control and optical wave-guiding properties

Duerrbeck, Andre,Gorelik, Sergey,Hobley, Jonathan,Yong, Anna Marie,Subramanian, Gomathy Sandhya,Hor, Andy,Long, Nicholas

, p. 8992 - 9002 (2015)

Herein, we report the solution phase self-assembly between Eu(iii) and a rigid ditopic tridentate terpyridine ligand which results in the formation of supramolecular metallo-networks in the solid state. Depending on the ligand to metal ratio used for the initial self-assembly process, the morphology of these materials can be altered from one-dimensional micron-sized fibres to a three-dimensional coordination network. The terpyridine-based ditopic ligand can act as an efficient sensitizer for Eu(iii) emission whereby the emission lifetimes and ligand triplet state energies of the metallo-polymers strongly depend on the ligand to metal ratio. The obtained micron-sized fibres can act as an efficient optical wave-guide for Eu(iii) emission.

Terpyridine Zn(II) azide compounds: Spectroscopic and DFT calculations

Mansour, Ahmed M.

, (2021)

Square-pyramidal Zn(II) azide complexes with the formula of [Znn(N3)2nL] (n = 1; L = 4′-(2-pyridyl)-2,2′:6′,2′'-terpyridine (LPy), 4′-(4-phenylmorpholine)-2,2′:6′,2′'-terpyridine (LMorph), and n = 2; L = 1,4-bis(2,2′:6′,2′'-terpyridin-4′-yl)benzene (LBPY)) were synthesized, and structurally characterized using different spectroscopic and analytical tools. Ground-state geometry optimization and harmonic vibrational analysis were carried out at two different levels of theory (B3LYP/LANL2DZ and CAM-B3LYP/def2-SVP) to gather insights into the local minimum structures. Natural bond orbital (NBO) analyses revealed that the electronic population of the 3d orbitals of Zn(II) ion is corresponding to the oxidation state of Zn(I), not Zn(II), in agreement with the ligand to metal charge transfer. Molecular electrostatic potential energy maps showed that the azido ligand may act as a nucleophile in the cycloaddition coupling with electron poor dipolar molecules. The electronic structure and transitions were investigated by executing time dependent density functional theory (TDDFT) calculations.

Wirelike dinuclear ruthenium(II)polyterpyridine complexes based on D–P–A architecture: Experimental and theoretical investigation

Singh, Pallavi,Rana, Prem Jyoti Singh,Kar, Prasenjit

, p. 170 - 180 (2017)

To accomplish the goal of prolonged excited state, efficient for interfacial electron injection and low electron-hole recombination (LUMO?→?HOMO of complex) we have synthesized a heteroleptic complexes 1 and 2 based on D–P–A architecture (where P?=?Photosensitizer, A?=?Acceptor and D?=?Donor). The complexes 1 and 2 show the average excited state lifetimes (τavg) of 25?ns and 12.67?ns respectively compared to 0.25?ns for [Ru(tpy)2]2PF6. The τavg of such an order is sufficient for performing the interfacial electron transfer into the conduction band of TiO2 and redox chemistry of excited state. The electrochemical studies exhibit the oxidation potential (Eox) of 1.23?V and 1.27?V vs SCE with associated excited-state redox potentials (Eox*=?0.95?V and ?0.85?V and Ered*=1.0?V and 0.88?V for complexes 1 and 2 respectively) have evidence for stronger reductant and oxidant behaviour in 1MLCT excited state. Subsequent interfacial study with TiO2 nanocrystal is in good agreement with photo induced electron injection from LUMO of complex to conduction band (CB) of TiO2 as LUMO level (?3.22?eV and 3.16?eV for complexes 1 and 2 respectively) of complexes is above the CB of TiO2 (?3.65?eV). The experimental photophysical results of both the complexes are well supported by time dependent density functional theory.

Binuclear metal iridium complex as well as preparation method and application thereof

-

Paragraph 0032; 0035-0038, (2021/07/24)

The invention relates to the technical field of medicines, in particular to a binuclear metal iridium complex as well as a preparation method and application thereof. The binuclear cyclometallated iridium photosensitizer shown in the formula (I) is non-toxic to tumor cells under the dark condition, but has very strong growth inhibition ability to the tumor cells under the illumination condition, has important significance for researching high-efficiency and low-toxicity anti-tumor drugs, can be further used for preparing the anti-tumor drugs, and has a great application prospect.

A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon-heteroatom cross-coupling reactions

Bahrami, Kiumars,Targhan, Homa

, (2019/04/01)

The palladium nanoparticles were successfully stabilized with an average diameter of 6–7?nm through the coordination of palladium and terpyridine-based ligands grafted on graphene oxide surface. The graphene oxide supported palladium nanoparticles were thoroughly characterized and applied as an efficient heterogeneous catalyst in carbon–carbon (Suzuki-Miyaura, Mizoroki-Heck coupling reactions) and carbon–heteroatom (C-N and C-O) bond-forming reactions. The catalyst was simply recycled from the reaction mixture and was reused consecutive four times with small drop in catalytic activity.

A green and straightforward synthesis of 4′-substituted terpyridines

Winter, Andreas,Van Den Berg, Antje M. J.,Hoogenboom, Richard,Kickelbick, Guido,Schubert, Ulrich S.

, p. 2873 - 2878 (2008/02/05)

A set of 4′-substituted 2,2′:6′,2″-terpyridines has been synthesized in a one-pot procedure under environmentally friendly reaction conditions using PEG and aqueous ammonia as solvents. This procedure features a short synthetic route, short reaction times, easy work-up, and good yields in comparison to conventional methods. The crystallographic data reveal the influence of the 4′-aryl substituent on the molecular structure and π-stacking behavior of the respective terpyridines. Georg Thieme Verlag Stuttgart.

Linear multinuclear RuII photosensitizers

Vaduvescu, Simona,Potvin, Pierre G.

, p. 1763 - 1769 (2007/10/03)

Four ditopic bridging ligands, containing 2,2′:6′,2″- terpyridine and 2,6-dipyrazinylpyridine (dpp) metal-binding units attached through p- or m-phenylene linkages, have been incorporated into eight mono-, di- and trinuclear linear RuII complexes. These were characterized by UV/Vis spectroscopy and cyclic voltammetry, and by their ability to undergo light-induced electron transfers to methylviologen. The dpp-bearing complexes were more difficult to prepare but were superior sensitizers, a fact attributable to longer excited state lifetimes and an electrostatically favored reductive quenching pathway. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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