Hoveyda-Grubbs Catalyst 1st Generation

Base Information

• Chemical Name: Hoveyda-Grubbs Catalyst 1st Generation
• CAS No.: 203714-71-0
• Molecular Formula: C28H45 Cl2 O P Ru
• Molecular Weight: 600.614
• European Community (EC) Number: 692-988-0
• DSSTox Substance ID: DTXSID20449053
• Mol file: 203714-71-0.mol

Synonyms:203714-71-0;Hoveyda-Grubbs Catalyst 1st Generation;Dichloro(2-isopropoxyphenylmethylene)(tricyclohexylphosphine)ruthenium (II);Dichloro(o-isopropoxyphenylmethylene)(tricyclohexylphosphine)ruthenium(II);dichloro-[(2-propan-2-yloxyphenyl)methylidene]ruthenium;tricyclohexylphosphane;Hoveyda-Grubbs 1st generation;SCHEMBL369069;DTXSID20449053;KMKCJXPECJFQPQ-UHFFFAOYSA-L;BCP09554;MFCD03453042;AKOS030230876;SC10094;dichloro{[2-(1-methylethoxy)phenyl]methylidene}ruthenium - tricyclohexylphosphane (1:1);Hoveyda-Grubbs Catalyst(TM) 1st Generation;FT-0777994;F20613;Dichloro(2-isopropoxyphenylmethylene)(tricyclohexylphosphine)ruthenium;Dichloro(2-isopropoxyphenylmethylene) (tricyclohexylphosphine)ruthenium(ii);Dichloro(2-isopropoxyphenylmethylene)(tricyclohexylphosphine)ruthenium(II);Dichloro(o-isopropoxyphenyl-methyene)(tricyclohexylphosphine)ruthenium (II);(dichloro-[(2-propan-2-yloxyphenyl)methylidene]ruthenium,tricyclohexylphosphane);DICHLORO(O-ISOPROPOXYPHENYLMETHYLENE)(TRICYCLOHEXYLPHOSPHINE)RUTHENIUM(II);DICHLORO[[2-(1-METHYLETHOXY-O)PHENYL]METHYLENE](TRICYCLOHEXYLPHOSPHINE)RUTHENIUM;HOVEYDA-GRUBBS CATALYST 1ST GENERATION;RUTHENIUM, DICHLORO[[2-(1-METHYLETHOXY)PHENYL]METHYLENE](TRICYCLOHEXYLPHOSPHINE);Ruthenium,dichloro[[2-(1-methylethoxy-kO)phenyl]methylene-kC](tricyclohexylphosphine)-,(SP-5-41)-

Chemical Property of Hoveyda-Grubbs Catalyst 1st Generation

Chemical Property:

• Vapor Pressure: 9.7E-06mmHg at 25°C
• Melting Point: 195-197oC(lit.)
• Boiling Point: 383.4oC at 760 mmHg
• Flash Point: 195.6oC
• PSA: 22.82000
• LogP: 10.01880
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 600.162849
• Heavy Atom Count: 33
• Complexity: 404

Purity/Quality:

98%,99%, ^*data from raw suppliers

Hoveyda-Grubbs Catalyst 1st Generation ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=CC=CC=C1C=[Ru](Cl)Cl.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3
• Uses: Proven to be useful in Ring-Closing Metathesis (RCM) to form macrocycles. Also employed in a pivotal, macrocyclic ring-closing metathesis in the multi-step synthesis of an HCV protease inhibitor.

Technology Process of Hoveyda-Grubbs Catalyst 1st Generation

There total 2 articles about Hoveyda-Grubbs Catalyst 1st Generation which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Grubbs catalyst first generation (172222-30-9) + o-isopropoxystyrene (67191-35-9) → Hoveyda-Grubbs catalyst first generation (203714-71-0)

Guidance literature:

With copper(l) chloride;

Reference yield:

[(PCy3)Cl2Ru=CH-o-OiPrC6H3(CH2)2COO(CH2)3Si(Me)2(CH2)3]4Si + o-isopropoxystyrene (67191-35-9) → Hoveyda-Grubbs catalyst first generation (203714-71-0)

Guidance literature:

In dichloromethane; CH2Cl2, 40°C, 3 h; not isolated, detected by NMR spectroscopy;

DOI:10.1021/ja042668+

Reference yield: 92.0%

Hoveyda-Grubbs catalyst first generation (203714-71-0) → [1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(O-isopropoxyphenylmethylene)ruthenium (301224-40-8)

Guidance literature:

N,N'-dimesityl-4,5-dihydro-1H-imidazolium tetrafluoroborate; With potassium 2-methylbutan-2-olate; In hexane, n-; toluene; at 20 ℃; for 1h;

Hoveyda-Grubbs catalyst first generation; In hexane, n-; toluene; for 2h; Heating / reflux;

With copper(l) chloride; In hexane, n-; toluene; for 2h; Heating / reflux;

upstream raw materials:

Grubbs catalyst first generation

o-isopropoxystyrene

Downstream raw materials:

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

Refernces

• 1、 Kingsbury, Jason S.,Hoveyda, Amir H.. "Regarding the mechanism of olefin metathesis with sol-gel-supported Ru-based complexes bearing a bidentate carbene ligand. Spectroscopic evidence for return of the propagating Ru carbene". . p. 4510 - 4517. Retrieved 2007/10/03.