Qingdao Greenchem international Trading Co.,Ltd. is the commercial company which is invested by BeiJing Greenchem Technology Co.,Ltd. in Qingdao. It takes charge of export and production promotion, as well as imports and selling relevant produc
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inquiryStock products, own laboratory Product number PC00069 English Name Grubbs Catalyst 2Nd Generation CAS Number 246047-72-3 Purity 98
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inquiryProduct description: Product name Grubbs Catalyst 2nd Generation CAS number 246047-72-3 Assay ≥99% Appearance Red to brown powder Capacity 100mt/year Application Catalyst
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inquiryChemical Name: benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium,tricyclohexylphosphane Cas No.: 246047-72-3 Molecular Formula: C46H65Cl2N2PRu Molecular Weight: 848
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inquiryAppearance:Pink to brown crystalline powder Storage:R.T Package:100g/bottle Application:catalyst Transportation:Express/Sea/Air Port:Any port in China
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inquiry1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; Glovebox; | 94% |
1,3-di(2,4,6-trimethylphenyl)-2-(pentafluorophenyl)-2,4,5-trihydroimidazole
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In toluene mixt. of Ru complex and imidazolidine in toluene was heated at 60°C for 4 h; | 91% |
1,3-bis(2,4,6-trimethylphenyl)-2-(trichloromethyl)imidazolidine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In toluene mixt. of Ru complex and imidazolidine in toluene was heated at 60°C for 4 h; | 87% |
In toluene byproducts: PCy3, CHCl3; (N2); using Schlenk techniques; mixing of (Mes2C3N2H5)(CCl3) and (PCy3)2Cl2Ru(CHPh) in toluene; heating at 60°C for 90 min; cooling to room temp., removal of solvent under vac., washing with methanol and pentane, drying under vac. for 12 h; | 84% |
tris(cyclohexyl)phosphonium tetrafluoroborate
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In toluene byproducts: pyridinium tetrafluoroborate, pyridine; 1.1 equiv. of phosphonium salt; passage through silica plug; | 80% |
1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
With KO(C(CH3)3) In hexane byproducts: KCl, C(CH3)3OH, PCy3; using Schlenk techniques; mixing of (Mes2C3N2H5)(Cl), KO(t-Bu) and (PCy3)2Cl2Ru(CHPh) in anhyd. hexane; degassing of soln. by pulling vac. for afew minutes, heating at 60°C for 24 h in vac. with very vigorous stirring; cooling to room temp., opening the flask to air, addn. of 1:1 2-propanol:water; stirring in air for 30 min, filtration, washing with 2-propanol:water and with hexane, drying under vac. overnight, elem. anal.; | 75% |
With potassium tert-butylate In hexane at 60℃; for 24h; Schlenk technique; | 75% |
With KOC(CH3)3 In toluene mixing N compd., Ru complex, K compd. in toluene at 50°C; |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
Stage #1: N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: Grubbs catalyst first generation In benzene at 80℃; for 1.5h; Schlenk technique; Inert atmosphere; | 56% |
With KO(C(CH3)3) In benzene byproducts: KBF4, C(CH3)3OH, PCy3; (N2); using Schlenk techniques; mixing of (Mes2C3N2H5)(BF4), KO(t-Bu) and THF; stirring for 1 h; addn. of (PCy3)2Cl2Ru(CHPh) in benzene; heatingat 80°C for 30 min; removal of volatiles under vac., suspending in benzene, filtration over Celite, concn., addn. of methanol, pptn., washing with methanol, pentaneand then drying under vac.; | 45% |
tricyclohexylphosphine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
With C5((2)H)5N In not given under Ar or N2; Ru complex reacts instantaneously with the phosphine; addn. of an excess of C5((2)H)5N leads to a formation of the bis(pyridine-d5) complex; evapn. of volatiles in vac. leads to a reformation of the phosphine complex; |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In benzene-d6 (N2); using Schlenk techniques; charging of NMR tube with Ru(CHPh)Cl2(C3N2H4Mes2)2, (PCy3)2(Cl)2Ru(CHPh) (1 equiv.) and C6D6; heating at 70°C for 47 h; monitoring by NMR; |
tricyclohexylphosphine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In benzene-d6 (N2); using Schlenk techniques; charging of NMR tube with Ru(CHPh)Cl2(C3N2H4Mes2)2, PCy3 (excess) and C6D6; heating at 80°C for 36 h; monitoring by NMR; |
styrene
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In tetrahydrofuran excess styrene; | 0% |
In toluene excess styrene; | 0% |
tricyclohexylphosphine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In benzene-d6 100°C, 8 h; |
tricyclohexylphosphine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In benzene-d6 100°C, 2 h; |
2,4,6-trimethylaniline
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: isopropyl alcohol; water / 24 h / 0 - 20 °C 2: sodium tetrahydroborate; hydrogenchloride / water; tetrahydrofuran / 0 - 20 °C 3: formic acid / 5 h / 120 °C / Inert atmosphere 4: potassium tert-butylate / hexane / 24 h / 60 °C / Schlenk technique View Scheme |
N,N'-bis(2,4,6-trimethylphenyl)ethanediimine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; hydrogenchloride / water; tetrahydrofuran / 0 - 20 °C 2: formic acid / 5 h / 120 °C / Inert atmosphere 3: potassium tert-butylate / hexane / 24 h / 60 °C / Schlenk technique View Scheme |
N1,N2-dimesitylethane-1,2-diaminium chloride
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: formic acid / 5 h / 120 °C / Inert atmosphere 2: potassium tert-butylate / hexane / 24 h / 60 °C / Schlenk technique View Scheme |
tricyclohexylphosphine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
for 0.5h; Inert atmosphere; Schlenk technique; |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaN(Si(CH3)3)2 / toluene 2: benzene-d6 View Scheme |
1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium hexamethylsilazane / toluene / 1 h / 20 °C / Inert atmosphere; Schlenk technique 2: toluene / Schlenk technique; Inert atmosphere View Scheme |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In toluene Schlenk technique; Inert atmosphere; |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
With copper(l) chloride In dichloromethane at 30℃; for 1h; Schlenk technique; | 100% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
dmap
Conditions | Yield |
---|---|
In toluene at 20 - 25℃; for 12h; | 99% |
In neat (no solvent) for 0.333333h; Milling; | 87% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
hydrogen
ethylenediamine
Conditions | Yield |
---|---|
In sodium hydroxide under H2 (1 atm.); NMR; | 99% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
(4-isopropoxy-3-vinylphenyl)(diphenyl)methanol
Conditions | Yield |
---|---|
With copper(l) chloride In dichloromethane carbene complex (0.075 mmol), CuCl (0.09 mmol), and CH2Cl2 (4 ml) placedin Schlenk tube; styrene (0.09 mmol) in CH2Cl2 added; stirred (under Ar , 40°C, 1 h); concd. (vac.); column chromy. (silica gel, cyclohexane/ethyl acetate 3:1); green band removed; evapd.; washed with min. amt. of cold n-pentane; dried (vac.); | 99% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
With copper(l) chloride In dichloromethane under Ar; soln. of pyridinium compd. in CH2Cl2 added to Ru complex and CuCl (molar ratio 1.2:1:1.5) in CH2Cl2; stirred at 45°C for 15 min; under air; concd. in vac.; EtOAc added; soln. filtered off; solvent removed; washed with cold n-pentane; dried under vac.; | 99% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In tetrahydrofuran for 16h; Inert atmosphere; Schlenk technique; | 99% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In toluene; acetonitrile for 16h; Inert atmosphere; Schlenk technique; Glovebox; | 99% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In tetrahydrofuran | 98% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In toluene; acetonitrile for 16h; Inert atmosphere; Schlenk technique; Glovebox; | 98% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Vinylidene fluoride
Conditions | Yield |
---|---|
In benzene under 1140.08 Torr; for 12h; Heating; | 98% |
In benzene soln. of Ru(Cl)2(P(C6H11)3)(CH(C6H5))(C3H5N2(C6H2(CH3)3)2) in dry degassed benzene in thick-walled glass ampule put under approx. 1.5 atm of 1,1-difluoroethylene; mixt. heated at 60°C for 12 h; color changed from reddish to brown; soln. concd. and purifed by column chromy. in air (silica gel, 5:1 pentane:THF); orange fraction stripped of solvent; dried under vac.; | 86% |
In benzene-d6 at 60℃; under 760.051 Torr; for 12h; | |
In benzene-d6 at 60℃; under 760.051 Torr; for 12h; |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
p-phenylpyridine
Conditions | Yield |
---|---|
In toluene at 20 - 25℃; for 12h; | 97% |
In toluene at 20 - 25℃; for 12h; | 97% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In dichloromethane at 45℃; | 97% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
2-methyl-8-vinylquinoline
Conditions | Yield |
---|---|
With copper(l) chloride In dichloromethane at 30℃; for 1.5h; | 96% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
1,10-Phenanthroline
Conditions | Yield |
---|---|
In toluene at 20 - 25℃; for 12h; | 96% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
silver trifluoromethanesulfonate
acetonitrile
Conditions | Yield |
---|---|
In chloroform byproducts: AgCl, PCy3; using standard Schlenk techniques; mixt. of Ru complex and Ag salt (2 equiv.) in CHCl3 stirred in presence of MeCN (3 equiv.) at 25°C for30 min; filtered; n-pentane added to filtrate; filtered; ppt. washed with n-pentane; dried under vac.; elem. anal.; | 96% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
With copper(l) chloride In dichloromethane at 20℃; for 0.5h; Inert atmosphere; | 96% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
iodine
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 0.5h; Inert atmosphere; | 95% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
(2R,4aR,5aS,10aR,11R,11aS)-2-(naphthalen-2-yl)-4,4a,5a,6,9,10a,11,11a-octahydro-[1,3]dioxino[40,50:5,6]pyrano[3,2-b]oxepin-11-ol
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 5h; | 95% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
acetonitrile
Conditions | Yield |
---|---|
With copper(l) chloride at 20℃; for 3h; | 95% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In dichloromethane at 45℃; | 95% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
3-Bromopyridine
Grubbs catalyst third generation
Conditions | Yield |
---|---|
Inert atmosphere; | 94% |
In not given byproducts: P(C6H11)3; within minutes; pptn. with pentane; | 89% |
at 20 - 25℃; for 12h; | 86% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
2-(prop-1-enyl)phenol
Conditions | Yield |
---|---|
With tricyclohexylphosphine In dichloromethane at 40℃; for 24h; Inert atmosphere; Schlenk technique; | 94% |
With tricyclohexylphosphine In dichloromethane at 40℃; for 5h; | 72% |
With tricyclohexylphosphine In dichloromethane at 40℃; for 5h; | 72% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
2-(prop-1-enyl)phenol
tricyclohexylphosphine
Conditions | Yield |
---|---|
In dichloromethane at 40℃; for 24h; Inert atmosphere; | 94% |
N-(but-3-enyl)-4-methyl-N-(phenylethynyl)benzenesulfonamide
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In dichloromethane at 45℃; | 94% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
2,2'-biquinoline
Conditions | Yield |
---|---|
In toluene at 20 - 25℃; for 12h; | 93% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
4-pyrrolidin-1-ylpyridine
Conditions | Yield |
---|---|
at 20 - 25℃; for 12h; | 93% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
ethyl vinyl ether
Conditions | Yield |
---|---|
In dichloromethane ligand was added to CH2Cl2 soln. of Ru-complex, stirred at room temp. for 2 h under N2; solvent was evapd. under vac., washed with pentane and MeOH; | 93% |
In benzene-d6 Kinetics; at 25°C; monitoring by NMR; | |
In toluene at 50℃; for 1h; Schlenk technique; Inert atmosphere; | |
In (2)H8-toluene at 30℃; |
pyridine
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
Conditions | Yield |
---|---|
In toluene at 20℃; for 0.5h; Inert atmosphere; | 92% |
In toluene at 20℃; for 0.5h; Inert atmosphere; Glovebox; | 92% |
In toluene at 20℃; for 0.5h; Inert atmosphere; Glovebox; | 92% |
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride
2-hydroxy-5-nitrostyrene
Conditions | Yield |
---|---|
With tricyclohexylphosphine In dichloromethane at 40℃; for 24h; Inert atmosphere; Schlenk technique; | 92% |
With tricyclohexylphosphine In dichloromethane at 40℃; for 1h; | 50% |
With tricyclohexylphosphine In dichloromethane at 40℃; for 1h; | 50% |
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