79676-97-4

Usage

Structure

Hexaazacyclooctadecane with six nitrogen atoms and sixteen carbon atoms

Type

Cyclic organic compound

Common use

Ligand in coordination chemistry

High nitrogen content

Makes it useful in various applications

Unique molecular structure

Contributes to its diverse applications

Chelating agent

Forms stable complexes with metal ions

Potential use

In catalysis and as a building block in the synthesis of complex organic molecules

Interest to researchers

Fields of chemistry and materials science

Unusual structure

Attracts attention due to its complex arrangement of atoms

Diverse applications

Potential for use in various chemical and material science processes

InChI:InChI=1/C18H42N6/c1-19-7-9-20(2)11-13-22(4)15-17-24(6)18-16-23(5)14-12-21(3)10-8-19/h7-18H2,1-6H3

Upstream product

• 56187-09-8 1,4,7,10,13,16-hexaazacyclooctadecane sulfuric acid salt 

Relevant academic research and scientific papers

Synthesis and Structures of Two Thermally Stable Sodides with the Macrocyclic Complexant Hexamethyl Hexacyclen

Although a number of salts with alkali-metal anions (alkalides) or trapped electrons (electrides) are known, previously all were thermally unstable to irreversible decomposition of the cation complexant (crown ether or cryptand).By using the fully methylated nitrogen analogue of 18-crown-6, hexamethyl hexacyclen (HMHCY), two crystalline sodides, K(1+)(HMHCY)Na(1+) (I) and Cs(1+)(HMHCY)Na(1-) (II), have been synthesized and their crystal structures determined.The remarkable feature of HMHCY is its extreme resistance to reductive decomposition.Differential scanningcalorimetry shows that compound I melts without decomposition at ca. 40 deg C and decomplexes to yield liquid HMHCY and the alkali metals at ca. 74 deg C while compound II melts at ca. 8 deg C and decomplexes at ca. 40 deg C.For both compounds, irreversible decomposition does not occur until ca. 140 deg C.The two compounds are isostructural in the orthorhombic space group, and their crystal structure show that in each case Na(1-) is very nearly in contact with one alkali-metal cation.The solid may be viewed as containing closest packed contact ion pairs in which the cation is embedded in the complexant but is exposed on one face to the sodide anion.The optical spectra of thin films and the 23Na MAS-NMR spectrum confirmed the presence of Na(1-).The compounds are very soluble in dimethyl ether and somewhat soluble in diethyl ether and in trimethylamine.Solutions in dimethyl ether are remarkably stable.These studies point to a strategy for synthesizing thermally stable alkalides and electrides in which tertiary amine cyclic or bicyclic complexants are used to enhance stability.The limiting factor is weak cation complexation thattends to yield the free complexant and the alkali metals at elevated temperatures.