![5-(Di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole 97%](/deepweb/assets/sigmaaldrich/product/structures/137/599/8b2f4b58-3384-40aa-9295-0887f7985525/640/8b2f4b58-3384-40aa-9295-0887f7985525.png)
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730998
tBuBrettPhos
97%
Synonym(s):
t-Bu Brett Phos, t-BuBrett-Phos, tertButylBrettPhos, 2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl, t-BuBrett Phos, t-BuBrettPhos, [3,6-Dimethoxy-2′,4′,6′-tris(1-methylethyl) [1,1′-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine, tert-ButylBrettPhos
About This Item
Recommended Products
Quality Level
Assay
97%
form
solid
reaction suitability
reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Fluorinations
mp
166-170 °C
functional group
phosphine
SMILES string
COc1ccc(OC)c(c1P(C(C)(C)C)C(C)(C)C)-c2c(cc(cc2C(C)C)C(C)C)C(C)C
InChI
1S/C31H49O2P/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12/h15-21H,1-14H3
InChI key
REWLCYPYZCHYSS-UHFFFAOYSA-N
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General description
tBuBrettPhos is a phosphine ligand widely used in palladium-catalyzed cross-coupling reactions.[1]
Application
- Buchwald-Hartwig amination and C-O coupling
- Suzuki, Negishi, Stille, Hiyama, Sonogashira cross-couplings
- α-Arylation reaction
New Applications:
- Conversion of aryl and vinyl triflates to bromides and chlorides[2]
- Conversion of aryl triflates to aryl fluorides[3]
- O-Arylation of ethyl acetohydroximate[4]
- Conversion of aryl chlorides and sulfonates to nitroaromatics[5]
Features and Benefits
- White crystalline solid
- Air- and moisture-stable
- Thermally stable
- Highly efficient
- Wide functional group tolerance
- Excellent selectivity and conversion
Legal Information
related product
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.
The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.
The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.
The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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