Hoveyda-Grubbs Catalyst 2nd Generation - ≥97% , CAS No.301224-40-8

CAS: 301224-40-8 Cat. No.: H124687 Molecular Weight: 626.62 EC Number: 608-446-3

GRADE & PURITY ≥97%

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Metathesis: Ruthenium-Based Metathesis Catalysts Metathesis catalyst with efficiencies similar to Grubbs Catalyst 2nd generation but with different substrate specificity. Catalyzes ring-closing, ring-opening, and cross-metathesis reactions of highly electron-deficient substrates. Hoveyda-Grubbs 2nd Generation Catalyst &bull Phosphine free version of Grubbs 2nd Generation Catalyst with comparable reactivity, but initiates more readily at lower temperatures. &bull Efficient for metathesis of electron deficient substrates. &bull Catalyst for olefin cross metathesis with fluorinated olefins(CM) &bull Catalyst for ring closing metathesis(RCM)

Product class

Carbene Ligands, M-C, Homogeneous Catalysts, Grubbs Catalyst® 2nd Generation, Alkoxybenzylidene Ligands

Reaction type

Alkene Metathesis, Acyclic Diene Metathesis, Cross Metathesis, Ring Arrangement Metathesis , Ring Closing Metathesis, Ring Opening Metathesis Polymerization, Self Metathesis

Chemical properties

Chemical formula

C31H38Cl2N2ORu

Empirical formula

Molecular weight

626.62

Metal

Ru

Theoretical metal content

16

Physical state

powder

Color

green

Applications & references

Access to 3-oxindoles from Allylic Alcohols and Indoles.

Reference: Chemistry a European Journal, March 2018

Asymmetric Total Synthesis of Lancifodilactone G Acetate.

Reference: The Journal of Organic Chemistry, March 2018

Preparation of Functionalized α,β-Unsaturated Sulfonamides via Olefin Cross-Metathesis.

Reference: Org. Lett. 2020, 22, 13, 4970–4973

Formal Synthesis of (±)-Aplykurodinone-1 Based on the Indium-Catalyzed Conia-Ene Reaction.

Reference: Synlett 2020; 31(14): 1404-1408

Polymer Chain Editing: Functionality 'Knock-in', 'Knock-out' and Replacement via Cross Metathesis Reaction and Thiol-Michael Addition.

Reference: Polym. Chem. 2020,11, 4807-4817

Selectively Depolymerizable Polyurethanes from Unsaturated Polyols Cleavable by Olefin Metathesis.

Reference: Macromol Rapid Commun 2020 ASAP (DOI: 10.1002/marc.202000571)

Specifications

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488197712
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488197712
• Canonical Smiles: CC1=CC(=C(C(=C1)C)N2CCN(C2=[Ru](=CC3=CC=CC=C3OC(C)C)(Cl)Cl)C4=C(C=C(C=C4C)C)C)C
• IUPAC Name: [1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichloro-[(2-propan-2-yloxyphenyl)methylidene]ruthenium
• InChIKey: ZRPFJAPZDXQHSM-UHFFFAOYSA-L
• INCHI: 1S/C21H26N2.C10H12O.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;1-8(2)11-10-7-5-4-6-9(10)3;;;/h9-12H,7-8H2,1-6H3;3-8H,1-2H3;2*1H;/q;;;;+2/p-2
• Isomeric SMILES: CC1=CC(=C(C(=C1)C)N2CCN(C2=[Ru](=CC3=CC=CC=C3OC(C)C)(Cl)Cl)C4=C(C=C(C=C4C)C)C)C
• WGK Germany: 3
• Molecular Weight: 626.62
• Reaxy-Rn: 14509936
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14509936&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenol ethers

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenol ethers
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenol ethers
• Alternative Parents: Phenoxy compounds Aniline and substituted anilines Alkyl aryl ethers Imidazolines Propargyl-type 1,3-dipolar organic compounds Organic transition metal salts Azacyclic compounds Organotransition metal compounds Hydrocarbon derivatives Amines Organic cations
• Molecular Framework: Not available
• Substituents: Phenoxy compound - Phenol ether - Aniline or substituted anilines - Alkyl aryl ether - Monocyclic benzene moiety - 2-imidazoline - Ether - Azacycle - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organoheterocyclic compound - Organic metal salt - Organic transition metal salt - Amine - Organooxygen compound - Organonitrogen compound - Organometallic compound - Organic oxygen compound - Organic salt - Organic nitrogen compound - Hydrocarbon derivative - Organic transition metal moeity - Organic cation - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light & Air Sensitive
• Melt Point(°C): 216-220°C
• Molecular Weight: 626.600 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 626.14 Da
• Monoisotopic Mass: 626.14 Da
• Topological Polar Surface Area: 15.700 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 828.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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