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244988

Sigma-Aldrich

双(1,5-环辛二烯)镍(O)

同義詞:

Ni(COD)2, 双-（1,5-环辛二烯）镍

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About This Item

經驗公式（希爾表示法）:
C16H24Ni
CAS號碼:
1295-35-8
分子量：:
275.06
EC號碼:
215-072-0
MDL號碼:
MFCD00058902
分類程式碼代碼:
12352202
PubChem物質ID:
24854723
NACRES:
NA.22

反應適用性

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

參數

temperature sensitive

mp

60 °C (dec.) (lit.)

儲存溫度

−20°C

SMILES 字串

[Ni].C1CC=CCCC=C1.C2CC=CCCC=C2

InChI

1S/2C8H12.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H,3-6H2;/b2*2-1-,8-7-;

InChI 密鑰

JRTIUDXYIUKIIE-KZUMESAESA-N

相關類別

應用

作为下列反应的反应物：
  • 氧化加成反应

作为下列反应的催化剂：
  • 酮与氯代芳烃的非对称α-芳基化和杂芳基化
  • 交叉偶联反应
  • 烯丙基醛在二氧化碳气氛中的区域选择性和立体选择性羧化/环化
  • 均相炔醇的甲基羧化
  • 立体选择性硼环化酮-二烯偶联
  • 苯甲酰胺与内部炔烃的环加成反应
用于 1,3-二烯类化合物环加成的催化剂。
用于催化烯丙基苯基硫醚加成到炔烃，生成 1,4-二烯类化合物。与末端炔烃的反应以高产率和高选择性进行。可连接多种官能团。

相關產品

產品號碼
描述
訂價

訊號詞

Danger

危險分類

Carc. 2 - Flam. Sol. 1 - Skin Sens. 1 - STOT RE 1

標靶器官

Lungs

儲存類別代碼

4.1B - Flammable solid hazardous materials

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
BCCF6273
BCCF2521
BCCD5458
BCCC8700
BCCC7214

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Tiziana Funaioli et al.
PloS one, 5(5), e10617-e10617 (2010-05-21)
It is well known that, stemming from the mutual interplay between chromophores, circular dichroism (CD) is a powerful technique to deal with structural problems for both the small organic molecule and the biopolymer. However, quantitative interpretations of the spectroscopic and
Quanyou Feng et al.
Nature communications, 9(1), 1559-1559 (2018-04-21)
Biodegradable polyesters with various tacticities have been synthesized by means of stereoselective ring-opening polymerization of racemic lactide and β-lactones but with limited side-chain groups. However, stereoselective synthesis of functional polyesters remains challenging from O-carboxyanhydrides that have abundant pendant side-chain functional
G Eliad Benitez-Medina et al.
Dalton transactions (Cambridge, England : 2003), 48(47), 17579-17587 (2019-11-22)
The nickel-catalyzed N-alkylation of a variety of arylamines via transfer hydrogenation in the absence of pressurized hydrogen and basic or acidic additives was achieved in a tandem reaction. This process was further extended to the C[double bond, length as m-dash]N
Ruimao Hua et al.
Organic letters, 9(2), 263-266 (2007-01-16)
Allylic sulfides add to alkynes in the presence of nickel complexes efficiently to afford thio-1,4-dienes regio- and stereoselectively. Functional groups such as alkoxy, siloxy, hydroxy, carboalkoxy, chloro, and cyano groups are tolerated. A mechanism that involves a pi-allyl nickel intermediate
Addison N Desnoyer et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(20), 5259-5268 (2019-01-30)
The electronic nature of Ni π-complexes is underexplored even though these complexes have been widely postulated as intermediates in organometallic chemistry. Herein, the geometric and electronic structure of a series of nickel π-complexes, Ni(dtbpe)(X) (dtbpe=1,2-bis(di-tert-butyl)phosphinoethane; X=alkene or carbonyl containing π-ligands)
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Csp2- and Csp-hybridized coupling reactions are established catalytic approaches. However, multi-step Csp3- and Csp2-coupling reactions of boronic acids and related derivatives are still limited by ineffective two-electron transmetalation reactions.

Photoredox Iridium Catalyst for Single Electron Transfer (SET) Cross-Coupling

Csp2- and Csp-hybridized coupling reactions are established catalytic approaches. However, multi-step Csp3- and Csp2-coupling reactions of boronic acids and related derivatives are still limited by ineffective two-electron transmetalation reactions.

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