Spontaneous resolution of a triple-stranded dinickel(II) helicate generated via intermolecular transamination reaction of S-methylisothiocarbohydrazide in the presence of Ni2+
- Author(s)
- Anatolie Dobrov, Vladimir Arion, Sergiu Shova, Alexander Roller, Eva Rentschler, Bernhard Keppler
- Abstract
The reaction of S-methylisothiocarbohydrazide hydroiodide [H2NNHC(SCH3)NNH2·HI] with NiCl2·6H2O in water at room temperature yielded a triple-stranded dinickel(II) helicate [NiII(L1-L1)3NiII]I4·4H2O (14+·4I-·4H2O), where L1-L1 = H2NNHC(SCH3)NNC(SCH3)NHNH2, in 35 % yield, which spontaneously separates in enantiomers upon crystallization. The enantiomers do not racemize at room temperature, even not after 15 h of heating at 90 °C. X-ray diffraction structures of both enantiomers, chiroptical and magnetic properties of 14+·4I-·4H2O are reported. Demetallation of the complex by treatment with S2- resulted in 3,6-bis(methylthio)-1,4-dihydro-1,2,4,5-tetrazine (2). Compound 2 undergoes 2-e- oxidation in air to give the known 3,6-bis(methylthio)-1,2,4,5-tetrazine (3).
- Organisation(s)
- Department of Inorganic Chemistry
- External organisation(s)
- Academy of Sciences of the Republic of Moldova, Johannes Gutenberg-Universität Mainz
- Journal
- European Journal of Inorganic Chemistry
- Volume
- 2008
- Pages
- 4140-4145
- No. of pages
- 6
- ISSN
- 1434-1948
- DOI
- https://doi.org/10.1002/ejic.200800605
- Publication date
- 2008
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104003 Inorganic chemistry
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/90eb542c-e866-492f-80c7-a9246c85a913