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804398

Sigma-Aldrich

[(TMEDA)Ni(o-甲苯基)Cl]

95%

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About This Item

经验公式（希尔记法）:
C13H23ClN2Ni
CAS号:
1702744-45-3
分子量:
301.48
MDL號碼:
MFCD29037017
分類程式碼代碼:
12161600
PubChem物質ID:
329768866
NACRES:
NA.22

品質等級

100

化驗

95%

形狀

powder

反應適用性

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

SMILES 字串

CC1=CC=CC=C1[Ni]Cl.CN(C)CCN(C)C

InChI

1S/C7H7.C6H16N2.ClH.Ni/c1-7-5-3-2-4-6-7;1-7(2)5-6-8(3)4;;/h2-5H,1H3;5-6H2,1-4H3;1H;/q;;;+1/p-1

InChI 密鑰

NMLMESVZRUMFAE-UHFFFAOYSA-M

相关类别

應用

各种镍催化转化的有效预催化剂，包括Suzuki-Miyaura、Buchwald-Hartwig以及其他环化反应和氧化偶联反应。

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儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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Jason D Shields et al.
Organic letters, 17(9), 2166-2169 (2015-04-18)
The synthesis and catalytic activity of [(TMEDA)Ni(o-tolyl)Cl], an air-stable, crystalline solid, is described. This complex is an effective precatalyst in a variety of nickel-catalyzed transformations. The lability of TMEDA allows a wide variety of ligands to be used, including mono-

商品

Doyle Nickel Precatalyst Applications

Palladium catalysts in transition metal-catalyzed coupling reactions offer diversity, accessibility, and robustness over nickel catalysts.

相关内容

Broad Application Doyle Nickel Precatalyst

In modern transition metal-catalyzed coupling reactions, palladium has asserted its place as a dominant impetus. In comparison to previously used nickel catalysts, Pd(0) has been a proven precatalyst with diversity, accessibility, and robustness.

Doyle Group – Professor Product Portal

Research in the Doyle group focuses on two areas: nucleophilic fluorination and nickel catalysis. The Doyle group has developed several reagents that advance these research areas. In fluorination, 2-pyridinesulfonyl fluoride (PyFluor) can be used for the mild deoxyfluorination of primary and secondary alcohols, a procedure which is normally accomplished by the sensitive reagent DAST. In nickel catalysis, the Doyle group has developed a modular, air-stable nickel precatalyst, [(TMEDA)Ni(o-tolyl)Cl], which has broad utility for a wide variety of reactions. This precatalyst can be used in place of Ni(cod)2, NiCl2, as well as other reported precatalysts. Doyle has also reported electron-deficient olefin ligands as a new class of ligand for accelerated reductive elimination. In particular, the sultam-derived ligand Fro-DO has been found to be critical for high yields in the cross-coupling of tertiary aziridines to form quaternary centers.

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