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244988 Aldrich

Bis(1,5-cyclooctadiene)nickel(0)

Synonym: Bis(cyclooctadiene)nickel, Ni(COD)2

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Nickel, Nickel Catalysts, Non-Precious Metal Catalysis More...
InChI Key   JRTIUDXYIUKIIE-KZUMESAESA-N
mp   60 °C (dec.) (lit.)
storage temp.   −20°C

Description

Application

Catalyst for the cycloaddition of 1,3-dienes.

Used to catalyze the addition of allyl phenyl sulfide to alkynes leading to 1,4-dienes. The reaction with terminal acetylenes proceeds in high yield and high selectivity. A variety of functional groups are tolerated.

Reactant for:
• Oxidative addition reactions

Catalyst for:
• Asymmetric α-arylation and heteroarylation of ketones with chloroarenes
• Cross-coupling reactions
• Regioselective and stereoselective carboxylation/cyclization of allenyl aldehydes under a carbon dioxide atmosphere
• Methyl carboxylation of homopropargylic alcohols
• Stereoselective borylative ketone-diene coupling
• Cycloaddition of benzamides with internal alkynes

Packaging

2 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
3
RTECS 
QR6135000

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Protocols & Articles

Articles

Catalysts and Metals

We supply a large variety of catalysts and metals that are of increasing importance to the synthetic organic chemist. This vast array of products is separated into two major categories: homogeneous a...
ChemFiles Volume 1 Article 3

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

C(sp2)- and C(sp)-hybridized coupling reactions are established catalytic approaches. However, multi-step C(sp3)- and C(sp2)-coupling reactions of boronic acids and related derivatives are still limi...
Keywords: Asymmetric synthesis, Catalysis, Coupling reactions, Cross couplings, Eliminations, Reductive eliminations, Transmetalation

Peer-Reviewed Papers
15

References

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