64536-78-3 Usage
Description
(1,5-CYCLOOCTADIENE)(PYRIDINE)(TRICYCLOHEXYLPHOSPHINE)IRIDIUM(I) HEXAFLUOROPHOSPHATE, also known as the Crabtree catalyst, is a homogeneous transition metal catalyst that belongs to the family of iridium complexes. It is characterized by its ability to facilitate various chemical reactions, such as hydrogenation, isomerization, and hydroboration of alkenes, as well as isotope exchange reactions. The Crabtree catalyst is highly regioselective, particularly in the hydrogenation of carbonyl groups, making it a valuable tool in organic synthesis and catalysis.
Uses
Used in Chemical Synthesis:
(1,5-CYCLOOCTADIENE)(PYRIDINE)(TRICYCLOHEXYLPHOSPHINE)IRIDIUM(I) HEXAFLUOROPHOSPHATE is used as a catalyst for hydrogenation of mono-, di-, tri-, and tetra-substituted substrates. Its high regioselectivity makes it an ideal choice for the selective reduction of specific functional groups in complex molecules, which is crucial in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Isomerization Reactions:
In the petrochemical industry, (1,5-CYCLOOCTADIENE)(PYRIDINE)(TRICYCLOHEXYLPHOSPHINE)IRIDIUM(I) HEXAFLUOROPHOSPHATE is used as a catalyst for the isomerization of alkenes. This process is essential for the production of high-octane gasoline and other valuable petrochemical products.
Used in Hydroboration Reactions:
(1,5-CYCLOOCTADIENE)(PYRIDINE)(TRICYCLOHEXYLPHOSPHINE)IRIDIUM(I) HEXAFLUOROPHOSPHATE is used as a catalyst for hydroboration reactions, which involve the addition of a borane compound to an alkene. This reaction is an important method for the synthesis of organoborane compounds, which are versatile intermediates in organic chemistry and can be used for the preparation of various functional groups, such as alcohols, amines, and ketones.
Used in Isotope Exchange Reactions:
In the field of nuclear chemistry and research, (1,5-CYCLOOCTADIENE)(PYRIDINE)(TRICYCLOHEXYLPHOSPHINE)IRIDIUM(I) HEXAFLUOROPHOSPHATE is used as a catalyst for isotope exchange reactions, particularly the direct exchange of a hydrogen atom with its isotopes deuterium and tritium. This capability is valuable for the production of heavy water and other isotopically labeled compounds, which have applications in nuclear power generation, medical diagnostics, and research.
Used in Carbonyl Group Hydrogenation:
(1,5-CYCLOOCTADIENE)(PYRIDINE)(TRICYCLOHEXYLPHOSPHINE)IRIDIUM(I) HEXAFLUOROPHOSPHATE is used as a catalyst for the hydrogenation of carbonyl groups, which is a key step in the synthesis of various organic compounds, including alcohols, ketones, and aldehydes. The Crabtree catalyst's high regioselectivity ensures that the hydrogenation occurs at the desired carbonyl group, avoiding unwanted side reactions and improving the overall efficiency of the synthesis process.
Reaction
Iridium catalyst used for the highly enantioselective hydrogenation of α,β-unsaturated esters.
Iridium catalyst used for the stereoselective catalytic hydrogenation and conjugate reduction of 4methylitaconate derivatives bearing a chiral auxiliary.
Iridium catalyst used in the synthesis of thiophene-based TAK-779 analogues via C-H arylation.
Iridium catalyst used in the practical synthetic approach to chiral (α-chloroalkyl)boronic esters via an iridiumcatalyzed, chemoselective hydrogenation of chloro-substituted alkenyl boronates.
Iridium catalyst used in the regioselective C-H activation and hydrogen-isotope exchange of non-aromatic unsaturated functionality.
Check Digit Verification of cas no
The CAS Registry Mumber 64536-78-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,4,5,3 and 6 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 64536-78:
(7*6)+(6*4)+(5*5)+(4*3)+(3*6)+(2*7)+(1*8)=143
143 % 10 = 3
So 64536-78-3 is a valid CAS Registry Number.
64536-78-3Relevant articles and documents
Iridium(I) N-Heterocyclic Carbene (NHC)/Phosphine Catalysts for Mild and Chemoselective Hydrogenation Processes
Kerr, William J.,Mudd, Richard J.,Brown, Jack A.
supporting information, p. 4738 - 4742 (2016/04/05)
The directed chemoselective hydrogenation of olefins has been established by using iridium(I) catalysts, which feature a tuned NHC/phosphine ligand combination. This selective reduction process has been demonstrated in a wide array of solvents, including more environmentally acceptable media, also allowing further refinement of hydrogenation selectivity. The directed, chemoselective hydrogenation of olefins has been established by using iridium(I) catalysts, which feature a tuned NHC/phosphine ligand combination. This selective reduction process has been demonstrated in a wide array of solvents, including more environmentally acceptable media, also allowing further refinement of hydrogenation selectivity.
