《Enantiomerically Pure Trinuclear Helicates via Diastereoselective Self-Assembly and Characterization of Their Redox Chemistry》 was written by Guetz, Christoph; Hovorka, Rainer; Struch, Niklas; Bunzen, Jens; Meyer-Eppler, Georg; Qu, Zheng-Wang; Grimme, Stefan; Topic, Filip; Rissanen, Kari; Cetina, Mario; Engeser, Marianne; Luetzen, Arne. Computed Properties of C24H20I2O4 And the article was included in Journal of the American Chemical Society on August 20 ,2014. The article conveys some information:
A tris(bipyridine) ligand 1 with two BINOL (BINOL = 2,2′-dihydroxy-1,1′-binaphthyl) groups has been prepared in two enantiomerically pure forms. This ligand undergoes completely diastereoselective self-assembly into D2-sym. double-stranded trinuclear helicates upon coordination to copper(I) and silver(I) ions and to D3-sym. triple-stranded trinuclear helicates upon coordination to copper(II), zinc(II), and iron(II) ions as demonstrated by mass spectrometry, NMR and CD spectroscopy in combination with quantum chem. calculations and x-ray diffraction anal. According to the calculations, the single diastereomers that are formed during the self-assembly process are strongly preferred compared to the next stable diastereomers. Due to this strong preference, the self-assembly of the helicates from racemic 1 proceeds in a completely narcissistic self-sorting manner with an extraordinary high degree of self-sorting that proves the power and reliability of this approach to achieve high-fidelity diastereoselective self-assembly via chiral self-sorting to get access to stereochem. well-defined nanoscaled objects. Furthermore, mass spectrometric methods including electron capture dissociation MSn experiments could be used to elucidate the redox behavior of the copper helicates. After reading the article, we found that the author used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Computed Properties of C24H20I2O4)
(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Computed Properties of C24H20I2O4
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com