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246047-72-3

Basic Information
CAS No.: 246047-72-3
Name: Ruthenium,[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-,(SP-5-41)-
Molecular Structure:
Molecular Structure of 246047-72-3 (Ruthenium,[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-,(SP-5-41)-)
Formula: C46H65Cl2N2PRu
Molecular Weight: 848.97
Synonyms: (1,3-Dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)benzylideneruthenium dichloride;(1,3-Dimesitylimidazolin-2-ylidene)(tricyclohexylphosphine)rutheniumdichloride;Benzylidene(1,3-dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)rutheniumdichloride;Benzylidenedichloro(1,3-dimesitylimidazolidin-2-ylidene)(tricyclohexylphosphine)ruthenium;Grubbs Catalyst 2nd. generation;Grubbs II catalyst;Grubbs-Herrmann catalyst;Grubbs'Ru-dihydroimidazolylidene catalyst;Second generation Grubbs catalyst;[1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium;
EINECS: 688-322-3
Density:
Melting Point: 143.5-148.5 °C(lit.)
Boiling Point:
Flash Point:
Solubility:
Appearance: pink-brown to red-purple crystals or powder
Hazard Symbols: F
Risk Codes: 36/37/38
Safety: 26-36/37/39
Transport Information:
PSA: 20.07000
LogP: 13.86190
Synthetic route

Grubbs catalyst first generation

173035-11-5

1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; Glovebox;94%
782479-45-2

1,3-di(2,4,6-trimethylphenyl)-2-(pentafluorophenyl)-2,4,5-trihydroimidazole

Grubbs catalyst first generation

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In toluene mixt. of Ru complex and imidazolidine in toluene was heated at 60°C for 4 h;91%

Grubbs catalyst first generation

260054-47-5

1,3-bis(2,4,6-trimethylphenyl)-2-(trichloromethyl)imidazolidine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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%

RuCl2(sIMes)(CHPh)(pyridine)2

58656-04-5

tris(cyclohexyl)phosphonium tetrafluoroborate

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In toluene byproducts: pyridinium tetrafluoroborate, pyridine; 1.1 equiv. of phosphonium salt; passage through silica plug;80%

Grubbs catalyst first generation

173035-10-4

1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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;

Grubbs catalyst first generation

N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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%

RuCl2(sIMes)(CHPh)(pyridine)2

2622-14-2

tricyclohexylphosphine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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;

Grubbs catalyst first generation

bis[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)ruthenium(II)

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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;

bis[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)ruthenium(II)

2622-14-2

tricyclohexylphosphine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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;

[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II)

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In tetrahydrofuran excess styrene;0%
In toluene excess styrene;0%

(N,N'-dimesityl-N,N'-dimethylformamidin-2-ylidene)(1,3-dimesitylimidazolin-2-ylidene)Cl2Ru=CHPh

2622-14-2

tricyclohexylphosphine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In benzene-d6 100°C, 8 h;

(N,N'-bis(2,6-di-isopropylphenyl)-N,N'-dimethylformamidin-2-ylidene)(1,3-dimesitylimidazolin-2-ylidene)Cl2Ru=CHPh

2622-14-2

tricyclohexylphosphine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In benzene-d6 100°C, 2 h;
88-05-1

2,4,6-trimethylaniline

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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
56222-36-7

N,N'-bis(2,4,6-trimethylphenyl)ethanediimine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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
258278-23-8

N1,N2-dimesitylethane-1,2-diaminium chloride

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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

(SIMes)Ru(S-DMSO)(CHPh)Cl2

2622-14-2

tricyclohexylphosphine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
for 0.5h; Inert atmosphere; Schlenk technique;

dichloro(1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylylidene)(benzylidene)bis(pyridine)ruthenium(II)

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaN(Si(CH3)3)2 / toluene
2: benzene-d6
View Scheme
173035-10-4

1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
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

Grubbs catalyst first generation

1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

Conditions
ConditionsYield
In toluene Schlenk technique; Inert atmosphere;
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

(4-isopropoxy-3-vinyl-phenyl)dimethyl-phosphoramidate ethyl ester

1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene[2-(i-isopropoxy)-5-(N,N-dimethylamino-ethylphosphite)phenyl]methyleneruthenium(II) dichloride

Conditions
ConditionsYield
With copper(l) chloride In dichloromethane at 30℃; for 1h; Schlenk technique;100%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

(IMesH2)(C7H10N2)2(Cl)2Ru=CHPh

Conditions
ConditionsYield
In toluene at 20 - 25℃; for 12h;99%
In neat (no solvent) for 0.333333h; Milling;87%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

1333-74-0

hydrogen

107-15-3

ethylenediamine

[RuHCl(NH2CH2CH2NH2)(P(C6H11)3)(C3H4N2(C6H2(CH3)3)2)]

Conditions
ConditionsYield
In sodium hydroxide under H2 (1 atm.); NMR;99%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

934165-44-3

(4-isopropoxy-3-vinylphenyl)(diphenyl)methanol

((2,4,6-trimethylphenyl)2(C3H4N2))Cl2Ru(CH(C6H3)(OC3H7)(5-C(OH)Ph2))

Conditions
ConditionsYield
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%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

1-(4-isopropoxy-3-vinylphenyl)-pyridinium hexafluorophosphate

(C3H4N2(C6H2(CH3)3)2)RuCl2(CHC6H3(NC5H5)OCH(CH3)2)(1+)*PF6(1-)=((C3H4N2(C6H2(CH3)3)2)RuCl2(CHC6H3(NC5H5)OCH(CH3)2))PF6

Conditions
ConditionsYield
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%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

C2H4OS2(2-)*2Li(1+)

[ruthenium(III)(O(CH2CH2S)2)(CHPh)(1,3-bis-(2,4,6-trimethylphenyl)-4,5-dihydroimidazole)]

Conditions
ConditionsYield
In tetrahydrofuran for 16h; Inert atmosphere; Schlenk technique;99%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

(LiSCH2CH2)2O·2THF

Ru(Mes2Im)(=CHPh)[O(CH2CH2S)2]

Conditions
ConditionsYield
In toluene; acetonitrile for 16h; Inert atmosphere; Schlenk technique; Glovebox;99%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

2C4H8O*C4H8S3(2-)*2Li(1+)

Ru(Mes2Im)(=CHPh)[O(CH2CH2S)2]

Conditions
ConditionsYield
In tetrahydrofuran98%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

2Li(1+)*SCH2CH2SCH2CH2S(2-)=LiSCH2CH2SCH2CH2SLi

(SIMes)Ru(CHPh)(SCH2CH2)2S

Conditions
ConditionsYield
In toluene; acetonitrile for 16h; Inert atmosphere; Schlenk technique; Glovebox;98%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

75-38-7

Vinylidene fluoride

1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene-dichloro(phenylmethylene)-(tricyclohexyl-phosphine)difluoromethylene ruthenium

Conditions
ConditionsYield
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;
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

939-23-1

p-phenylpyridine

(IMesH2)(C11H9N)2(Cl)2Ru=CHPh

Conditions
ConditionsYield
In toluene at 20 - 25℃; for 12h;97%
In toluene at 20 - 25℃; for 12h;97%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

C21H23NO3S

C42H49Cl2N3O3RuS

Conditions
ConditionsYield
In dichloromethane at 45℃;97%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

261899-66-5

2-methyl-8-vinylquinoline

[RuCl2(ImH2Mes)((2-methyl-8-quinolinyl)methylene)]

Conditions
ConditionsYield
With copper(l) chloride In dichloromethane at 30℃; for 1.5h;96%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

66-71-7

1,10-Phenanthroline

(IMesH2)(C12H8N2)(Cl)2Ru=CHPh

Conditions
ConditionsYield
In toluene at 20 - 25℃; for 12h;96%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

2923-28-6

silver trifluoromethanesulfonate

75-05-8

acetonitrile

[(MeCN)3(H2IMes)(benzylidene)ruthenium](triflate)2

Conditions
ConditionsYield
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%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

C16H14FNO

C36H38Cl2FN3ORu

Conditions
ConditionsYield
With copper(l) chloride In dichloromethane at 20℃; for 0.5h; Inert atmosphere;96%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

7553-56-2

iodine

5I(1-)*C2H6*C46H64Cl2N2PRu(1+)*I5(1-)

Conditions
ConditionsYield
In dichloromethane at 25℃; for 0.5h; Inert atmosphere;95%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

784157-67-1

(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
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 5h;95%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

75-05-8

acetonitrile

C32H38Cl2N4Ru

Conditions
ConditionsYield
With copper(l) chloride at 20℃; for 3h;95%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

C17H17NO3S

C37H41Cl2N3O3RuS

Conditions
ConditionsYield
In dichloromethane at 45℃;95%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

626-55-1

3-Bromopyridine

477218-66-9

Grubbs catalyst third generation

Conditions
ConditionsYield
Inert atmosphere;94%
In not given byproducts: P(C6H11)3; within minutes; pptn. with pentane;89%
at 20 - 25℃; for 12h;86%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

6380-21-8

2-(prop-1-enyl)phenol

C46H64ClN2OPRu

Conditions
ConditionsYield
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%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

6380-21-8

2-(prop-1-enyl)phenol

2622-14-2

tricyclohexylphosphine

C46H64ClN2OPRu

Conditions
ConditionsYield
In dichloromethane at 40℃; for 24h; Inert atmosphere;94%
853688-25-2

N-(but-3-enyl)-4-methyl-N-(phenylethynyl)benzenesulfonamide

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

C40H45Cl2N3O2RuS

Conditions
ConditionsYield
In dichloromethane at 45℃;94%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

119-91-5

2,2'-biquinoline

(IMesH2)(C18H12N2)2(Cl)2Ru=CHPh

Conditions
ConditionsYield
In toluene at 20 - 25℃; for 12h;93%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

2456-81-7

4-pyrrolidin-1-ylpyridine

(IMesH2)(C9H12N2)2(Cl)2Ru=CHP

Conditions
ConditionsYield
at 20 - 25℃; for 12h;93%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

109-92-2

ethyl vinyl ether

RuCl2(ethoxymethylidene)(1-mesityl-3-mesityl-4,5-dihydroimidazol-2-ylidene)(PCy3)

Conditions
ConditionsYield
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℃;
110-86-1

pyridine

246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

dichloro(1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylylidene)(benzylidene)bis(pyridine)ruthenium(II)

Conditions
ConditionsYield
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%
246047-72-3

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

83520-63-2

2-hydroxy-5-nitrostyrene

C46H63ClN3O3PRu

Conditions
ConditionsYield
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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Specification

The CAS register number of Grubbs Catalyst 2nd Generation is 246047-72-3. It also can be called as 1,3-Bis(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)(dichlorophenylmethylene)(tricyclohexylphosphine)ruthenium and the IUPAC name about this chemical is benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium; tricyclohexylphosphanium. The molecular formula about this chemical is C46H65Cl2N2PRu and the molecular weight is 848.97.

Physical properties about Grubbs Catalyst 2nd Generation are: (1)#H bond acceptors: 2; (2)#Freely Rotating Bonds: 6; (3)Polar Surface Area: 16.29Å2; (4)H-Bond Acceptor: 2; (5)Rotatable Bond Count: 6; (6)Exact Mass: 849.338417; (7)MonoIsotopic Mass: 849.338417; (8)Topological Polar Surface Area: 6.5; (9)Heavy Atom Count: 52; (10)Formal Charge: 1; (11)Complexity: 1090; (12)Covalently-Bonded Unit Count: 2.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1cc(c(c(c1)C)N2CCN(C2=[Ru](=Cc3ccccc3)(=P(C4CCCCC4)(C5CCCCC5)C6CCCCC6)(Cl)Cl)c7c(cc(cc7C)C)C)C
(2)InChI: InChI=1/C21H26N2.C18H33P.C7H6.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-7-5-3-2-4-6-7;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2/rC46H65Cl2N2PRu/c1-34-29-36(3)44(37(4)30-34)49-27-28-50(45-38(5)31-35(2)32-39(45)6)46(49)52(47,48,33-40-19-11-7-12-20-40)51(41-21-13-8-14-22-41,42-23-15-9-16-24-42)43-25-17-10-18-26-43/h7,11-12,19-20,29-33,41-43H,8-10,13-18,21-28H2,1-6H3
(3)InChIKey: FCDPQMAOJARMTG-IPDLWRNEA
(4)Std. InChI: InChI=1S/C21H26N2.C18H33P.C7H6.2ClH.Ru/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-7-5-3-2-4-6-7;;;/h9-12H,7-8H2,1-6H3;16-18H,1-15H2;1-6H;2*1H;/q;;;;;+2/p-2
(5)Std. InChIKey: FCDPQMAOJARMTG-UHFFFAOYSA-L