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- Crabtree's_catalyst abstract "Crabtree's catalyst is the name given to a complex of iridium with 1,5-cyclooctadiene, tris-cyclohexylphosphine, and pyridine. It is a homogeneous catalyst for hydrogenation reactions, developed by Robert H. Crabtree, a professor at Yale University. The iridium atom in the complex has a square planar molecular geometry, as expected for a d8 complex.Crabtree, graduate student George Morris and John Derek Woollins discovered this catalyst in the 1970s while working on iridium analogues of Wilkinson's rhodium-based catalyst at the Institut de Chimie des Substances Naturelles at Gif-sur-Yvette, near Paris. One advantage of Crabtree's catalyst is that it is about 100 times more active than Wilkinson's and can hydrogenate even tri- and tetrasubstituted alkenes.Crabtree's catalyst has also been used as the basis for the development of newer catalysts; by modifying the ligands, one can modulate the properties of the catalyst. For example, use of chiral ligands has led to the development of enantioselective catalysts.In the hydrogenation of a certain terpen-4-ol the comparison with traditional catalysts works out as follows.With palladium on carbon in ethanol the product distribution is 20:80 in favor of the cis isomer (2B in scheme 1). The polar side (with the hydroxyl group) interacts with the solvent leaving the apolar to the catalyst surface. In cyclohexane as solvent the distribution changes to 53:47 where the polar side now has a slight preference for the catalyst. The distribution changes completely in favor of the cis isomer 2A when Crabtree's catalyst is used in dichloromethane. This directing effect is due to a bonding interaction of the hydroxyl group with the iridium center. Carbonyl groups are also known to direct the hydrogenation by the Crabtree catalyst.Crabtree catalyst in hydrogenationCrabtree's catalyst can also be used in isotope exchange reactions. More specific, the direct exchange of a hydrogen atom with its isotopes deuterium and tritium, without the use of and intermediate. The mechanism works by metalocyclic complex formed between carbonyl functional groups and mostly aromatic hydrogen bonds.".
- Crabtree's_catalyst iupacName "(SP-4)tris(cyclohexyl)phosphane".
- Crabtree's_catalyst iupacName "[(1-2-η:5-6-η)-cycloocta-1,5-diene]".
- Crabtree's_catalyst iupacName "pyridineiridium(1+) hexafluoridophosphate(1−)".
- Crabtree's_catalyst thumbnail Crabtree.svg?width=300.
- Crabtree's_catalyst wikiPageID "3492745".
- Crabtree's_catalyst wikiPageRevisionID "540878990".
- Crabtree's_catalyst hasPhotoCollection Crabtree's_catalyst.
- Crabtree's_catalyst imagefile "Crabtree's-catalyst-cation-3D-sticks.png".
- Crabtree's_catalyst imagefile "Crabtree.svg".
- Crabtree's_catalyst imagename "Crabtree's catalyst".
- Crabtree's_catalyst imagesize "220".
- Crabtree's_catalyst iupacname "[-cycloocta-1,5-diene]".
- Crabtree's_catalyst iupacname "pyridineiridium hexafluoridophosphate".
- Crabtree's_catalyst iupacname "trisphosphane".
- Crabtree's_catalyst meltingptc "175".
- Crabtree's_catalyst verifiedrevid "398822350".
- Crabtree's_catalyst subject Category:Cod_complexes.
- Crabtree's_catalyst subject Category:Coordination_compounds.
- Crabtree's_catalyst subject Category:Homogeneous_catalysis.
- Crabtree's_catalyst subject Category:Iridium_compounds.
- Crabtree's_catalyst type Abstraction100002137.
- Crabtree's_catalyst type Chemical114806838.
- Crabtree's_catalyst type CodComplexes.
- Crabtree's_catalyst type Cognition100023271.
- Crabtree's_catalyst type Complex105870365.
- Crabtree's_catalyst type Complex114817592.
- Crabtree's_catalyst type Compound105870180.
- Crabtree's_catalyst type Compound114818238.
- Crabtree's_catalyst type Concept105835747.
- Crabtree's_catalyst type Content105809192.
- Crabtree's_catalyst type CoordinationCompounds.
- Crabtree's_catalyst type Idea105833840.
- Crabtree's_catalyst type IridiumCompounds.
- Crabtree's_catalyst type Material114580897.
- Crabtree's_catalyst type Matter100020827.
- Crabtree's_catalyst type Part113809207.
- Crabtree's_catalyst type PhysicalEntity100001930.
- Crabtree's_catalyst type PsychologicalFeature100023100.
- Crabtree's_catalyst type Relation100031921.
- Crabtree's_catalyst type Substance100019613.
- Crabtree's_catalyst type Whole105869584.
- Crabtree's_catalyst type ChemicalCompound.
- Crabtree's_catalyst type ChemicalSubstance.
- Crabtree's_catalyst type ChemicalSubstanceType.
- Crabtree's_catalyst type ChemicalObject.
- Crabtree's_catalyst type Thing.
- Crabtree's_catalyst comment "Crabtree's catalyst is the name given to a complex of iridium with 1,5-cyclooctadiene, tris-cyclohexylphosphine, and pyridine. It is a homogeneous catalyst for hydrogenation reactions, developed by Robert H. Crabtree, a professor at Yale University.".
- Crabtree's_catalyst label "Catalizzatore di Crabtree".
- Crabtree's_catalyst label "Catalyseur de Crabtree".
- Crabtree's_catalyst label "Crabtree's catalyst".
- Crabtree's_catalyst label "Crabtree-Katalysator".
- Crabtree's_catalyst label "Crabtree-katalysator".
- Crabtree's_catalyst label "クラブトリー触媒".
- Crabtree's_catalyst sameAs Crabtree-Katalysator.
- Crabtree's_catalyst sameAs Catalyseur_de_Crabtree.
- Crabtree's_catalyst sameAs Catalizzatore_di_Crabtree.
- Crabtree's_catalyst sameAs クラブトリー触媒.
- Crabtree's_catalyst sameAs Crabtree-katalysator.
- Crabtree's_catalyst sameAs m.09ggyn.
- Crabtree's_catalyst sameAs Q419083.
- Crabtree's_catalyst sameAs Q419083.
- Crabtree's_catalyst sameAs Crabtree's_catalyst.
- Crabtree's_catalyst wasDerivedFrom Crabtree's_catalyst?oldid=540878990.
- Crabtree's_catalyst depiction Crabtree.svg.
- Crabtree's_catalyst isPrimaryTopicOf Crabtree's_catalyst.
