913030
trYPhos™
Umicore, powder
Sinônimo(s):
(CyYPhos)(Me)PtBu2, Tricyclohexyl(1-(di-tert-butylphosphanyl)ethylidene)phosphane
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Sobre este item
Fórmula empírica (Notação de Hill):
C28H54P2
Número CAS:
Peso molecular:
452.68
MDL number:
UNSPSC Code:
12352001
NACRES:
NA.22
Form:
powder
Nome do produto
trYPhos™, Umicore
form
powder
reaction suitability
reagent type: ligand
mp
137-139 °C
functional group
phosphine
SMILES string
[P](=C(P(C(C)(C)C)C(C)(C)C)C)(C3CCCCC3)(C2CCCCC2)C1CCCCC1
InChI
1S/C28H54P2/c1-23(29(27(2,3)4)28(5,6)7)30(24-17-11-8-12-18-24,25-19-13-9-14-20-25)26-21-15-10-16-22-26/h24-26H,8-22H2,1-7H3
InChI key
TYHSTNKVOIFVOF-UHFFFAOYSA-N
General description
trYPhos™ is an ylide-functionalized phosphine ligand developed in the lab of Prof. V. Gessner with demonstrated uses in Pd-catalyzed cross coupling reactions, including the arylation of ketones and arylation of amines. trYPhos™is the strongest donor of the available YPhos™ ligands, and is suited towards the most challenging alpha-arylation reactions.
Application
The electron-rich and sterically demanding trYPhos™ ligand has been used in the gold(I)-catalyzed hydroamination of acetylene,[1] and has shown to be effective in a range of Buchwald-Hartwig amination reactions. The strong electron-donor strength and sterically demanding nature of the ligand has been shown to increase the rate of formation of the catalytically active mono-phosphine palladium species, often leading to decreased reaction times or allowing the use of lower reaction temperatures. trYPhos™ is the most strongest donor of the available YPhos™ligands and has been found to be effective alpha-arylation of aliphatic cyclic ketones.[2]
Learn more about ylide-functionalized phosphines (YPhos)
Learn more about ylide-functionalized phosphines (YPhos)
Features and Benefits
Advantages of the trYPhos™ ligand over less electron rich ligand sources include, increased substrate scope in Buchwald-Hartwig amination reactions,[3] including aryl chlorides,[2] the use of more mild reaction conditions and improved activity in in C-N and C-C cross coupling reactions.[4][5] The increased electron donor stregth of trYPhos™ has been shown to be effective in the challenging alpha-arylation of aliphatic ketones.[2]
Legal Information
Product of Umicore
This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.
For any further information on product please refer to your local Umicore PMC contact at www.pmc.umicore.com.
This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.
For any further information on product please refer to your local Umicore PMC contact at www.pmc.umicore.com.
Yphos is a trademark of Umicore AG & Co. KG
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Este Item | |||
|---|---|---|---|
| description Umicore | description - | description Umicore | description - |
| reaction suitability reagent type: ligand | reaction suitability reagent type: ligand | reaction suitability reagent type: ligand | reaction suitability - |
| form powder | form powder | form powder | form powder or crystals |
| mp 137-139 °C | mp 167-169 °C | mp 205-214 °C | mp - |
| functional group phosphine | functional group phosphine | functional group phosphine | functional group phosphine |
Classe de armazenamento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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