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Merck
CN

936693

Sigma-Aldrich

tBuXPhos ChemBeads

new

别名:

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

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About This Item

经验公式(希尔记法):
C29H45P
分子量:
424.64
MDL编号:
UNSPSC代码:
12352100

质量水平

表单

solid

组成

, 4-6 wt. % (loading)

反应适用性

reagent type: ligand

SMILES字符串

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

一般描述

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).

应用

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.
- The protoboration of alkynes.
- ArF-alkynyl coupling with fluorinated aryls.
- The Ni & Ni/Pd reductive coupling of lignan-derived aromatics to biobased platicizers.
- The palladium-catalyzed fluorination of cyclic vinyl triflates.
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)

相关产品

产品编号
说明
价格

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

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Yuxuan Ye et al.
Angewandte Chemie (International ed. in English), 62(15), e202300109-e202300109 (2023-02-13)
Pd-catalyzed nucleophilic fluorination reactions are important methods for the synthesis of fluoroarenes and fluoroalkenes. However, these reactions can generate a mixture of regioisomeric products that are often difficult to separate. While investigating the Pd-catalyzed fluorination of cyclic vinyl triflates, we
Guillermo Marcos-Ayuso et al.
Journal of the American Chemical Society, 145(1), 527-536 (2022-12-22)
The synthesis of aryl-alkynyl compounds is usually achieved via Sonogashira catalysis, but this is inefficient for fluorinated aryls. An alternative method reported by Shirakawa and Hiyama, using alkynylstannanes and hemilabile PN ligands, works apparently fine for conventional aryls, but it
Palladium-catalyzed substitution and cross-coupling of benzylic fluorides
Blessley G, et al.
Organic Letters, 14(11), 2754-2757 (2012)
Palladium-catalyzed substitution and cross-coupling of benzylic fluorides
Blessley G, et al.
Organic Letters, 14(11), 2754-2757 (2012)
Zhi-Ming Su et al.
ACS central science, 9(2), 159-165 (2023-02-28)
Lignin-derived aromatic chemicals offer a compelling alternative to petrochemical feedstocks, and new applications are the focus of extensive interest. 4-Hydroxybenzoic acid (H), vanillic acid (G), and syringic acid (S) are readily obtained via oxidative depolymerization of hardwood lignin substrates. Here

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