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1,4,7-Trithiacyclononane, also called 9-ane-S3, is the
thia-crown ether In organic chemistry, thia-crown ethers are organosulfur compounds which are the ''thia'' analogues of crown ethers (cyclic polyethers). That is, they have a sulfur atom (sulfide linkage, ) in place of each oxygen atom (ether linkage, ) around th ...
with the formula (CH2CH2S)3. This cyclic
thioether In organic chemistry, an organic sulfide (British English sulphide) or thioether is an organosulfur functional group with the connectivity as shown on right. Like many other sulfur-containing compounds, volatile sulfides have foul odors. A su ...
is most often encountered as a
tridentate ligand A tridentate ligand (or terdentate ligand) is a ligand that has three atoms that can function as acceptor atoms in a coordination complex. Well-known tridentate ligands include diethylenetriamine with three nitrogen donor atoms, and the iminodia ...
in coordination chemistry, where it forms
transition metal thioether complex Transition metal thioether complexes comprise coordination complexes of thioether (R2S) ligands. The inventory is extensive. Dimethylsulfide complexes As the simplest thioether, dimethyl sulfide forms complexes that are illustrative of the class ...
es. 9-ane-S3 forms complexes with many metal ions, including those considered
hard Hard may refer to: * Hardness, resistance of physical materials to deformation or fracture * Hard water, water with high mineral content Arts and entertainment * ''Hard'' (TV series), a French TV series * Hard (band), a Hungarian hard rock supe ...
, such as copper(II) and iron(II). Most of its complexes have the formula (9-ane-S3)2sup>2+ and are
octahedral In geometry, an octahedron (plural: octahedra, octahedrons) is a polyhedron with eight faces. The term is most commonly used to refer to the regular octahedron, a Platonic solid composed of eight equilateral triangles, four of which meet a ...
. The point group of (9-ane-S3)2sup>2+ is S6.


Synthesis

This compound was first reported in 1977, and the current synthesis entails the assembly within the
coordination sphere In coordination chemistry, the first coordination sphere refers to the array of molecules and ions (the ligands) directly attached to the central metal atom. The second coordination sphere consists of molecules and ions that attached in various ...
of a metal ion followed by
decomplexation In chemistry, decomplexation refers to the removal of a ligand from a coordination complex. Decomplexation is of particular interest when the ligand has been synthesized within the coordination sphere of the metal, as is often the case in organomet ...
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References

{{DEFAULTSORT:Trithiacyclononane, 1,4,7- Chelating agents Sulfur heterocycles Thioethers Macrocycles