In 2019,Chemistry – A European Journal included an article by Schwarz, Christopher; Scharf, Lennart T.; Scherpf, Thorsten; Weismann, Julia; Gessner, Viktoria H.. Application In Synthesis of 1,4,7,10,13-Pentaoxacyclopentadecane. The article was titled 《Isolation of the Metalated Ylides [Ph3P-C-CN]M (M = Li, Na, K): Influence of the Metal Ion on the Structure and Bonding Situation》. The information in the text is summarized as follows:
The isolation and structural characterization of the cyanido-substituted metalated ylides [Ph3P-C-CN]M (1-M; M = Li, Na, K) are reported with lithium, sodium, and potassium as metal cations. In the solid-state, most different aggregates could be determined depending on the metal and addnl. Lewis bases. The crown-ether complexes of sodium (1-Na) and potassium (1-K) exhibited different structures, with sodium preferring coordination to the nitrogen end, whereas potassium binds in an unusual η2-coordination mode to the two central carbon atoms. The formation of the yldiide was accompanied by structural changes leading to shorter C-C and longer C-N bonds. This could be attributed to the delocalization of the free electron pairs at the carbon atom into the antibonding orbitals of the CN moiety, which was confirmed by IR spectroscopy and computational studies. Detailed d. functional theory calculations show that the changes in the structure and the bonding situation were most pronounced in the lithium compounds due to the higher covalency. In the experiment, the researchers used 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Application In Synthesis of 1,4,7,10,13-Pentaoxacyclopentadecane)
1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. Application In Synthesis of 1,4,7,10,13-Pentaoxacyclopentadecane
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem