Crabtree's catalyst

Crabtree's catalyst
Names
	IUPAC name (SP-4)-(η2,η2-Cycloocta-1,5-diene)(pyridine)(tricyclohexylphosphane)iridium(1+) hexafluoridophosphate(1−)
Identifiers
CAS Number	64536-78-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	21170841 ;
ECHA InfoCard	100.164.161
PubChem CID	5702647;
UNII	816RS2NBPN ;
CompTox Dashboard (EPA)	DTXSID10370362 ;
	InChI InChI=1S/C18H33P.C8H12.C5H5N.F6P.Ir/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2-4-6-8-7-5-3-1;1-2-4-6-5-3-1;1-7(2,3,4,5)6;/h16-18H,1-15H2;1-2,7-8H,3-6H2;1-5H;;/q;;;-1;+1/b;2-1-,8-7-;;; Key: UJXHUUQZACSUOG-KJWGIZLLSA-N ; InChI=1/C18H33P.C8H12.C5H5N.F6P.Ir/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2-4-6-8-7-5-3-1;1-2-4-6-5-3-1;1-7(2,3,4,5)6;/h16-18H,1-15H2;1-2,7-8H,3-6H2;1-5H;;/q;;;-1;+1/b;2-1-,8-7-;;; Key: UJXHUUQZACSUOG-KJWGIZLLBW;
	SMILES c1ccncc1.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.C1/C=C\CC/C=C\C1.F[P-](F)(F)(F)(F)F.[Ir+];
Properties
Chemical formula	C31H50F6IrNP2
Molar mass	804.9026 g/mol
Appearance	Yellow microcrystals
Melting point	150 °C (302 °F; 423 K) (decomposes)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Crabtree's catalyst is an organoiridium compound with the formula [C₈H₁₂IrP(C₆H₁₁)₃ C₅H₅N]PF₆. It is a homogeneous catalyst for hydrogenation and hydrogen-transfer reactions, developed by Robert H. Crabtree. This air stable orange solid is commercially available and known for its directed hydrogenation to give trans stereoselectivity with respective of directing group.^[2]^[3]

^ Cite error: The named reference uses was invoked but never defined (see the help page).
^ Robert H. Crabtree (1979). "Iridium compounds in catalysis". Acc. Chem. Res. 12 (9): 331–337. doi:10.1021/ar50141a005.
^ Brown, J. M. (1987). "Directed Homogeneous Hydrogenation". Angew. Chem. Int. Ed. 26 (3): 190–203. doi:10.1002/anie.198701901.

[uses-1] Cite error: The named reference uses was invoked but never defined (see the help page).

[original-2] Robert H. Crabtree (1979). "Iridium compounds in catalysis". Acc. Chem. Res. 12 (9): 331–337. doi:10.1021/ar50141a005.

[3] Brown, J. M. (1987). "Directed Homogeneous Hydrogenation". Angew. Chem. Int. Ed. 26 (3): 190–203. doi:10.1002/anie.198701901.

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[2]

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Names


IUPAC name (SP-4)-(η²,η²-Cycloocta-1,5-diene)(pyridine)(tricyclohexylphosphane)iridium(1+) hexafluoridophosphate(1−)
Identifiers
CAS Number	64536-78-3^Y
3D model (JSmol)	Interactive image
ChemSpider	21170841^N
ECHA InfoCard	100.164.161
PubChem CID	5702647
UNII	816RS2NBPN^Y
CompTox Dashboard (EPA)	DTXSID10370362
InChI InChI=1S/C18H33P.C8H12.C5H5N.F6P.Ir/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2-4-6-8-7-5-3-1;1-2-4-6-5-3-1;1-7(2,3,4,5)6;/h16-18H,1-15H2;1-2,7-8H,3-6H2;1-5H;;/q;;;-1;+1/b;2-1-,8-7-;;;^N Key: UJXHUUQZACSUOG-KJWGIZLLSA-N^N InChI=1/C18H33P.C8H12.C5H5N.F6P.Ir/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2-4-6-8-7-5-3-1;1-2-4-6-5-3-1;1-7(2,3,4,5)6;/h16-18H,1-15H2;1-2,7-8H,3-6H2;1-5H;;/q;;;-1;+1/b;2-1-,8-7-;;; Key: UJXHUUQZACSUOG-KJWGIZLLBW
SMILES c1ccncc1.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.C1/C=C\CC/C=C\C1.F[P-](F)(F)(F)(F)F.[Ir+]
Properties
Chemical formula	C₃₁H₅₀F₆IrNP₂
Molar mass	804.9026 g/mol
Appearance	Yellow microcrystals
Melting point	150 °C (302 °F; 423 K) (decomposes)^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Crabtree's catalyst

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