Crabtree catalyst

Structural formula
General
Surname	Crabtree catalyst
other names	( SP -4) -Tris (cyclohexyl) phosphane - [(1-2-η: 5-6-η) -cycloocta-1,5-diene] pyridiniridium (I) -hexafluoridophosphate
Molecular formula	C 31 H 50 F 6 IrNOP 2
Brief description	orange solid
External identifiers / databases
EC number	636-356-4
ECHA InfoCard	100.164.161
PubChem	2734563
ChemSpider	2016 311
Wikidata	Q419083
properties
Molar mass	804.90 g mol −1
Physical state	firmly
Melting point	175 ° C (decomposition)
solubility	almost insoluble in water
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

The Crabtree catalyst is a complex compound with monovalent iridium as the central ion. The complex is named after Robert H. Crabtree , who first published it in 1979.

The Crabtree catalyst is a hydrogenation catalyst . Its advantages over the rhodium- based Wilkinson catalyst are its high activity and its ability to hydrogenate triple or quadruple substituted alkenes .

In the complex, iridium has a d ⁸ configuration and consequently assumes a square-planar geometry.

Individual evidence

↑ ^a ^b ^c data sheet Crabtree catalyst at AlfaAesar, accessed on June 27, 2010 ( PDF )(JavaScript required) .
↑ ^a ^b data sheet (1,5-Cyclooctadiene) (pyridine) (tricyclohexylphosphine) iridium (I) hexafluorophosphate from Sigma-Aldrich , accessed on March 23, 2011 ( PDF ).
^ ^A ^b R. H. Crabtree: Iridium compounds in catalysis , in: Acc. Chem. Res. 1979 , 12 , 331-337; doi : 10.1021 / ar50141a005 .
↑ Script ( Memento of the original from May 18, 2015 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. from Louisiana State University (PDF; 237 kB) @1@ 2

↑ JM Brown, Intramolecularly Controlled Catalytic Hydrogenations in Homogeneous Phase , in: Angew. Chem. 1987 , 99 , 169-182; doi : 10.1002 / anie.19870990304 .

[alfa-1] ta sheet Crabtree catalyst at AlfaAesar, accessed on June 27, 2010 ( PDF )(JavaScript required) .

[Sigma-2] ta sheet (1,5-Cyclooctadiene) (pyridine) (tricyclohexylphosphine) iridium (I) hexafluorophosphate from Sigma-Aldrich , accessed on March 23, 2011 ( PDF ).

[crab-3] A ^b R. H. Crabtree: Iridium compounds in catalysis , in: Acc. Chem. Res. 1979 , 12 , 331-337; doi : 10.1021 / ar50141a005 .

[4] Script ( Memento of the original from May 18, 2015 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. from Louisiana State University (PDF; 237 kB) @1@ 2

[5] JM Brown, Intramolecularly Controlled Catalytic Hydrogenations in Homogeneous Phase , in: Angew. Chem. 1987 , 99 , 169-182; doi : 10.1002 / anie.19870990304 .