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936693

tBuXPhos ChemBeads

greener alternative

solid

Synonym(e):

2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl ChemBeads, tert-Butyl Xphos ChemBeads, t-Bu Xphos ChemBeads, tBuXPhos

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Über diesen Artikel

Empirische Formel (Hill-System):
C29H45P
CAS-Nummer:
Molekulargewicht:
424.64
UNSPSC Code:
12352100
MDL number:
NACRES:
NA.21
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Produktname

tBuXPhos ChemBeads,

Quality Segment

product line

ChemBeads

form

solid

composition

, 4-6 wt. % (loading)

reaction suitability

reagent type: ligand

greener alternative product characteristics

Waste Prevention
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

SMILES string

CC(C)(C)P(C(C)(C)C)C1=C(C2=C(C(C)C)C=C(C(C)C)C=C2C(C)C)C=CC=C1

InChI

InChI=1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3

InChI key

SACNIGZYDTUHKB-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Greener Chemistry. ChemBeads are advanced solid-coated beads for high-throughput experimentation in various chemical applications. They enable precise dispensing of solid reagents, allowing researchers to conduct reactions with minimal material use, thus supporting waste prevention and catalysis principles while ensuring accuracy and reproducibility. This technology enhances efficiency and streamlines experimental processes in chemistry. Click here for more information.
The ChemBeads product of tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions. Loaded on glass beads for use in high-throughput expermentation (HTE).

Application

tBuXPhos has been used as a ligand in many C-N and C-O bond forming reactions, as well many others including:
- The palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
- The palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.[1]
- The protoboration of alkynes.[2]
- ArF-alkynyl coupling with fluorinated aryls.[3]
- The Ni & Ni/Pd reductive coupling of lignan-derived aromatics to biobased platicizers.[4]
- The palladium-catalyzed fluorination of cyclic vinyl triflates.[5]
ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
For general uses, product is also available in powdered form (638080)

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Dieser Artikel
638080901904
reaction suitability

reagent type: ligand

reaction suitability

-

reaction suitability

-

form

solid

form

solid

form

powder or crystals

Quality Level

100

Quality Level

300

Quality Level

-

greener alternative category

Aligned

greener alternative category

Re-engineered,

greener alternative category

-

sustainability

Greener Alternative Product

sustainability

Greener Alternative Product

sustainability

-

composition

, 4-6 wt. % (loading)

composition

-

composition

-


Lagerklasse

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Palladium-catalyzed substitution and cross-coupling of benzylic fluorides
Blessley G, et al.
Organic Letters, 14(11), 2754-2757 (2012)
Lei Xu et al.
The Journal of organic chemistry, 87(21), 14879-14888 (2022-10-13)
The versions of Miyaura borylation and protoboration of alkynes catalyzed by low loadings of palladium (400 mol ppm = 0.04 mol %) have been developed. These transformations have a broad substrate scope, good functional-group compatibility, and gram-scale synthetic ability.
Xiaofei Sun et al.
The Journal of organic chemistry, 77(9), 4454-4459 (2012-03-31)
The palladium-catalyzed C-N cross coupling of sulfinamides and aryl halides is reported. In the presence of Pd(2)(dba)(3), tBuXPhos, NaOH, and a small amount of water, the C-N cross coupling of chiral tert-butanesulfinamide and aryl halides was accomplished to give N-aryl



Global Trade Item Number

SKUGTIN
936693-1G04065272210447