Skip to Content
Merck
All Photos(1)

Key Documents

29590

Sigma-Aldrich

(1,5-Cyclooctadiene)(pyridine)(tricyclohexylphosphine)-iridium(I) hexafluorophosphate

≥99.0% (C)

Synonym(s):

[Ir(cod)(PCy3)(py)]PF6, (1,5-Cyclooctadiene)(pyridine)(tricyclohexylphosphine)-Ir(I) PF6, Crabtree’s catalyst, Iridium(I) hexafluorophosphate (1,5-Cyclooctadiene)-(pyridine)-(tricyclohexylphosphine) complex, [Ir(cod)(PCy3)(py)]PF6

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C31H50F6IrNP2
CAS Number:
Molecular Weight:
804.89
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99.0% (C)

reaction suitability

core: iridium
reagent type: catalyst

mp

175 °C (dec.) (lit.)

SMILES string

[Ir+].c1ccncc1.F[P-](F)(F)(F)(F)F.C2CC=CCCC=C2.C3CCC(CC3)P(C4CCCCC4)C5CCCCC5

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-;;;

InChI key

UJXHUUQZACSUOG-KJWGIZLLSA-N

Looking for similar products? Visit Product Comparison Guide

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Catalyst for the homogeneous hydrogenation of olefins

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Krel, M.; Lallemand, J.-Y.; Guillou, C.
Synlett, 2043-2043 (2005)
Barry M Trost et al.
Journal of the American Chemical Society, 127(13), 4763-4776 (2005-03-31)
A wide variety of diynols containing tertiary, secondary, and primary propargylic alcohols undergo a cycloisomerization reaction to form dienones and dienals in the presence of a catalytic amount of [CpRu(CH(3)CN)(3)]PF(6). The formation of five- and six-membered rings is possible using
R.H. Crabtree et al.
Journal of the American Chemical Society, 104, 6994-6994 (1982)
J.M. Brown
Angewandte Chemie (International Edition in English), 99, 169-169 (1987)
Eric Clot et al.
Journal of the American Chemical Society, 126(28), 8795-8804 (2004-07-15)
[H2Ir(OCMe2)2L2]BF4 (1) (L = PPh3), a preferred catalyst for tritiation of pharmaceuticals, reacts with model substrate 2-(dimethylamino)pyridine (py-NMe2; py = 2-pyridyl) to give chelate carbene [H2Ir(py-N(Me)CH=)L2]BF4 (2a) via cyclometalation, H2 loss, and reversible alpha-elimination. Agostic intermediate [H2Ir(py-N(Me)CH2-H)L2]BF4) (4a), seen by

Related Content

The Crabtree Group developed the [(cod)IrLL']PF6 series of catalysts, where L is a P-donor such as PCy3 and L' and N-donor such as pyridine. These are very active in the hydrogenation of sterically hindered alkenes. The catalyst also shows directing effects as a result of binding of the catalyst to suitable functional groups on the substrate, followed by addition of H2 from the same side of the substrate that the functional group is located. Two versions of the catalyst are available from us one with PF6 and the other with BArF4 counteranion.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service