Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)

• CAS: 12170-97-7
• Catalog Number: ACM12170977-2
• Category: Main Products
• Molecular Weight: 334.24
• Molecular Formula: C12H18Cl2Ru
• Synonyms: Dichloro(2,6,10-dodecatriene-1,12-diyl)ruthenium(IV)
• Appearance: Orange xtl.
• Application: An efficient catalyst used for the isomerization of allylic alcohols into carbonyl compounds in organic or aqueous media.; ; An efficient catalyst used for the deprotection of N-allylic amines.

Case Study

One-Pot Amide Coupling Catalyzed by Dichloro[(2,6,10-Dodecatriene)-1,12-Diyl]Ruthenium

Krause T, et al. Nature communications, 2016, 7(1), 11732.

An efficient one-pot amide coupling scheme has been reported, in which carboxylates of primary or secondary amines react with acetylene or ethoxyacetylene in the presence of dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium catalyst.
Synthesis of amides using acetylene/ethoxyacetylene as activator
· To synthesize amides using acetylene as an activator, a dry headspace vial with a Teflon-coated stirring bar was filled with the appropriate amount of ammonium carboxylate (1 mmol) and dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium (5.06 mg, 20 μmol). The vial was purged with nitrogen three times before N-methylpyrrolidone (1 ml) and the corresponding amine (0.5 mmol) were added. Placing the vial in an autoclave reactor, the atmosphere was exchanged twice with acetylene, and a pressure of 1.7 bar was established.
· The mixture was then heated to 80 °C for 6 h. After cooling and diluting the mixture with 20 ml of ethyl acetate, it was washed with 20 ml of saturated NaHCO3 solution, water, and brine. After drying the organic layer with MgSO4 and evaporating the solvent under reduced pressure, the remaining residue was purified using column chromatography.
· When using ethoxyacetylene as an activator, a similar procedure was followed with the addition of ethoxyacetylene, benzylamine, and a larger quantity of N-methylpyrrolidone. The mixture was heated for 4 hours at 40°C, then treated and purified in the same manner as the acetylene method.

Custom Q&A

What is the molecular formula of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The molecular formula of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is C12H18Cl2Ru.

What are the synonyms for Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The synonyms for Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) are Dichloro(2,6,10-dodecatriene-1,12-diyl)ruthenium(IV), MFCD08459354, and Dichloro(dodeca-2,6,10-triene-1,12-diyl)ruthenium(IV).

What is the molecular weight of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The molecular weight of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is 334.2 g/mol.

What is the IUPAC name of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The IUPAC name of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is dichlororuthenium(2+);(2E,6Z,10E)-dodeca-2,6,10-triene.

What is the InChI of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The InChI of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is InChI=1S/C12H18.2ClH.Ru/c1-3-5-7-9-11-12-10-8-6-4-2;;;/h3-6,11-12H,1-2,7-10H2;2*1H;/q-2;;;+4/p-2/b5-3+,6-4+,12-11-;;;.

What is the InChIKey of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The InChIKey of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is HIFFVMAWJALNHN-LXALEWKWSA-L.

What is the canonical SMILES of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The canonical SMILES of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is [CH2-]C=CCCC=CCCC=C[CH2-].Cl[Ru+2]Cl.

What is the CAS number of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

The CAS number of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is 12170-97-7.

What are some computed properties of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV)?

Some computed properties of Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) include the molecular weight (334.2 g/mol), hydrogen bond donor count (0), hydrogen bond acceptor count (2), rotatable bond count, exact mass (333.982896 g/mol), monoisotopic mass, topological polar surface area (0Ų), heavy atom count (15), formal charge, complexity (157), isotope atom count, defined atom stereocenter count, undefined atom stereocenter count, defined bond stereocenter count (3), undefined bond stereocenter count, and covalently-bonded unit count.

Is Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) a canonicalized compound?

Yes, Dichloro[(2,6,10-dodecatriene)-1,12-diyl]ruthenium(IV) is a canonicalized compound.