194427-53-7

Basic information

• Product Name: (C₉H₁₈N₂)Ni(CO)2
• Synonyms: (C₉H₁₈N₂)Ni(CO)2
• CAS NO: 194427-53-7
• Molecular Weight: 268.966
• Mol File: 194427-53-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (C₉H₁₈N₂)Ni(CO)2(CAS DataBase Reference)
• NIST Chemistry Reference: (C₉H₁₈N₂)Ni(CO)2(194427-53-7)
• EPA Substance Registry System: (C₉H₁₈N₂)Ni(CO)2(194427-53-7)

Safety Data

• Hazardous Substances Data: 194427-53-7(Hazardous Substances Data)

Upstream product

• 14789-33-4 3,7-dimethyl-7-aza-3-azoniabicyclo[3.3.1]nonane 
• 13463-39-3 tetracarbonyl nickel 

Relevant articles and documents

Applying the macrocyclic effect to smaller ring structures. N,N'-dimethyl-3,7-diazabicyclo[3.3.1]nonane nickel(0) complexes

The two N donor atoms in the tertiary diamine N,N'-dimethyl-3,7-diazabicyclo[3.3.1]nonane (dabn, C9H18N2) are ideally positioned in the bicyclic structure for chelation to a metal center. This feature was utilized to synthesize unusual diamine nickel(0)-ethene and -ethyne complexes, which represent limiting cases of the Pearson hard-soft acid-base concept. Thus, the reaction of Ni(C2H4)3 with dabn affords yellow TP-3 (C9H18N2)Ni(C2H4) (1) (dec. 0°C) in which the ethene ligand displays extreme high-field NMR shifts at δ(H) 0.27 and δ(C) 20.4 and an exceptionally small coupling constant 1J(CH) = 142 Hz. Reaction of 1 with butadiene yields the red mononuclear T-4 complex (C9H18(N)2)Ni(η2-C4H6)2 (2a) in solution, from which the dinuclear derivative {(C9H18N2)Ni(η2-C4H6,)}2(μ-η2,η2-C4H6) (2) (dec. 20°C) is isolated. Complexes 2 and 2a are more soluble than 1 and thus better suited for further reactions. When ethyne is added to a solution of 2 or 2a at -78°C, the yellow TP-3 complex (C9H18N2)Ni(C2H2) (3) (dec. -30°C) is obtained. The ethyne ligand of 3 exhibits the lowest IR C≡C stretching frequency (1560 cm-1) and by far the smallest NMR coupling constant 1J(CH) = 178 Hz yet reported for a mononuclear nickel(0)-ethyne complex. In addition, Ni(CO)4 reacts with dabn to yield orange T-4 (C9H18N2)Ni(CO)2 (4). The results demonstrate that tertiary diamines, which are hard Lewis bases and which a priori are expected to coordinate poorly to the soft Lewis acid Ni(0), may be supported in such a coordination by the stabilizing principle of preorganization and consequently act as very powerful donor ligands.