(1,5-CyclooCtadiene)pyridine(tricyclohexylphosphine)iridium hexafluorophosphate - CAS 64536-78-3
Catalog number: 64536-78-3
Category: Main Product
Molecular Formula:
C31H50IrNP.PF6
Molecular Weight:
804.90
COA:
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Purity:
95%
Synonyms:
(TRICYCLOHEXYLPHOSPHINE)(1,5-CYCLOOCTADIENE)(PYRIDINE)IRIDIUM (I) HEXAFLUOROPHOSPHATE; IRIDIUM(I) HEXAFLUOROPHOSPHATE (1,5-CYCLOOCTADIENE)-(PYRIDINE)-(TRICYCLOHEXYLPHOSPHINE) COMPLEX; CRABTREE CATALYST; CRABTREE PRECURSOR COMPLEX; CRABTREE'S CATALYST; (1,5-CY
MSDS:
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Melting Point:
175ºC
Physical Description:
(Tricyclohexylphosphine)(1,5-cyclooctadiene)(pyridine)iridium(I) hexafluorophosphate (100mg)
1.Iridium-mediated isomerization-cyclization of bicyclic Pauson-Khand derived allylic alcohols.
Kavanagh Y1, Chaney CM, Muldoon J, Evans P. J Org Chem. 2008 Nov 7;73(21):8601-4. doi: 10.1021/jo8017439. Epub 2008 Oct 8.
Treatment of 2-(toluene-4-sulfonyl)-2,3,4,4a,5,6-hexahydro-1H-[2]pyrindin-6-ol 10, accessed from the diastereoselective Luche reduction of a Pauson-Khand derived bicylic cyclopentenone, with a catalytic amount of (1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate 1 (Crabtree's catalyst) under a hydrogen atmosphere resulted in the formation of 4-(toluene-4-sulfonyl)-2-oxa-4-azatricyclo[5.2.1.0(3,8)]decane 12 as a single diastereoisomer. This process is likely to proceed via an initial Ir(I)-mediated isomerization of the alkene to form an N-sulfonyl enamine 11, followed by cyclization. Evidence to support this came when, after short reaction periods, 11 was isolated, characterized spectroscopically, and on resubmission to the reaction conditions formed 12.
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CAS 64536-78-3 (1,5-CyclooCtadiene)pyridine(tricyclohexylphosphine)iridium hexafluorophosphate

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