Synthesis and properties of a new chelating ligand, 4,7-bis(dicyanomethylidene)-1,4,7,10-tetrahydro-1,10-phenanthroline

Journal Article · Fri May 21 04:00:00 EDT 1982 · J. Org. Chem.; (United States)

DOI:https://doi.org/10.1021/jo00132a003· OSTI ID:6734155

Ackermann, M N ^[1]; Interrante, L V

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1. Oberlin College, OH

The synthesis and properties of the compound 4,7-bis(dicyanomethylidene)-1,4,7,10-tetrahydro-1,10-phenanthroline, as the dianion, C/sub 18/H/sub 6/N/sub 6//sup 2 -/, and its complexes with Na/sup +/ and Li/sup +/ are reported. This compound can be viewed as a derivative of the chelating ligand, 1,10-phenanthroline but differs substantially in its electronic structure and chemical properties. The conversion of the C/sub 18/H/sub 6/N/sub 6//sup 2 -/ dianion to the fully protonated parent compound C/sub 18/H/sub 8/N/sub 6/ and its isolation as an adduct with 18-crown-6 are also described.

• OSTI ID: 6734155
• Journal Information: J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 47:11; ISSN JOCEA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALKALI METAL COMPLEXES
CATIONS
CHARGED PARTICLES
CHEMICAL PREPARATION
CHEMICAL PROPERTIES
COMPLEXES
DATA
EXPERIMENTAL DATA
HETEROCYCLIC COMPOUNDS
INFORMATION
INFRARED SPECTRA
IONS
LITHIUM COMPLEXES
NMR SPECTRA
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHENANTHROLINES
SODIUM COMPLEXES
SPECTRA
SYNTHESIS