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Polymethylated [Fe(eta(6)-arene)(2)](2+) dications: methyl-group rearrangements and application of the EINS mechanism
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SYSNO ASEP 0360469 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Polymethylated [Fe(eta(6)-arene)(2)](2+) dications: methyl-group rearrangements and application of the EINS mechanism Author(s) Štíbr, Bohumil (UACH-T) RID, SAI, ORCID
Bakardjiev, Mario (UACH-T) SAI, RID
Hájková, Zuzana (UACH-T)
Holub, Josef (UACH-T) SAI, RID, ORCID
Padělková, Z. (CZ)
Růžička, A. (CZ)
Kennedy, J.D. (GB)Source Title Dalton Transactions. - : Royal Society of Chemistry - ISSN 1477-9226
Roč. 40, č. 22 (2011), s. 5916-5920Number of pages 5 s. Language eng - English Country GB - United Kingdom Keywords electrophile-induced nucleophilic substitution Subject RIV CA - Inorganic Chemistry R&D Projects LC523 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) CEZ AV0Z40320502 - UACH-T (2005-2011) UT WOS 000291034300012 DOI 10.1039/c1dt10051c Annotation Reactions between the methylated arenes ArMen [where ArMen = C6MenH(6-n), and n = 1-6] and FeCl2 in heptane at 90 degrees C in the presence of anhydrous AlCl3 give, for the arenes with n = 1-5, extensive isomerisations and disproportionations involving the methyl groups on the arene rings, and the formation of mixtures of [Fe(ArMen)(2)](2+) dications that defy separation into pure species. GC-MS studies of AlCl3/mesitylene and AlCl3/durene reactions in the absence of FeCl2 (90 degrees C, 2 h) allow quantitative assessments of the rearrangements, and the EINS mechanism (electrophile-induced nucleophilic substitution) is applied to rationalise the phenomena. By contrast, ArMen/FeCl2/AlCl3 reactions in heptane for 24-36 h at room-temperature proceed with no rearrangements, allowing the synthesis of the complete series of pure [Fe(ArMen)](2+) cations in yields of 48-71%. Workplace Institute of Inorganic Chemistry Contact Jana Kroneislová, krone@iic.cas.cz, Tel.: 311 236 931 Year of Publishing 2012
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