About: Polymethylated [Fe(eta(6)-arene)(2)](2+) dications: methyl-group rearrangements and application of the EINS mechanism

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	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%. 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%. (en)
Title	Polymethylated [Fe(eta(6)-arene)(2)](2+) dications: methyl-group rearrangements and application of the EINS mechanism Polymethylated [Fe(eta(6)-arene)(2)](2+) dications: methyl-group rearrangements and application of the EINS mechanism (en)
skos:prefLabel	Polymethylated [Fe(eta(6)-arene)(2)](2+) dications: methyl-group rearrangements and application of the EINS mechanism Polymethylated [Fe(eta(6)-arene)(2)](2+) dications: methyl-group rearrangements and application of the EINS mechanism (en)
skos:notation	RIV/61388980:_____/11:00360469!RIV12-AV0-61388980
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(LC523), Z(AV0Z40320502)
http://linked.open...iv/cisloPeriodika	22
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Holub, Josef Štíbr, Bohumil Hájková, Zuzana Bakardjiev, Mario
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav anorganické chemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	221246
http://linked.open...ai/riv/idVysledku	RIV/61388980:_____/11:00360469
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	electrophile-induced nucleophilic substitution (en)
http://linked.open.../riv/klicoveSlovo	electrophile-induced nucleophilic substitution
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[7583736527D5]
http://linked.open...i/riv/nazevZdroje	Dalton Transactions
http://linked.open...in/vavai/riv/obor	CA
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	7 (xsd:int)
http://linked.open...vavai/riv/projekt	Perspective inorganic materials
http://linked.open...UplatneniVysledku	2011
http://linked.open...v/svazekPeriodika	40
http://linked.open...iv/tvurceVysledku	Bakardjiev, Mario Holub, Josef Hájková, Zuzana Kennedy, J. D. Padělková, Z. Růžička, A. Štíbr, Bohumil
http://linked.open...ain/vavai/riv/wos	000291034300012
http://linked.open...n/vavai/riv/zamer	Design, syntéza a charakterizace klastrů, kompozitů, komplexů a dalších sloučenin na bázi anorganických látek; mechanismy a kinetika jejich interakcí
issn	1477-9226
number of pages	5 (xsd:int)
http://bibframe.org/vocab/doi	10.1039/c1dt10051c

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