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• W2035467224 abstract "Ferrocenethiol and ferrocene-1,-1′-dithiol, Fe(C5H5)(C5H4SH) and Fe(C5H4SH)2 respectively, can be added to both norbornadiene and norbornene in a radical-induced process. The reaction of ferrocenethiol with norbornadiene (1 : 10) in toluene at 70°C gives a mixture of 1 : 1 addition products containing 3-ferrocenylthio-nortricyclane (I) as the main component (ca. 80%)l side-products are the substituted norbornene derivatives 5-exo- and 5-endo-ferrocenylthio-norborn-2-ene (II and III) as well as 7-anti-ferrocenylthio-norborn-2-ene (IV). Only traces of addition compounds containing ferrocenethiol and norbornadiene in a 2 : 1 ratio were obtained and identified by mass spectrometry. The radical-initiated addition of ferrocenethiol to norbornene leads, even with an excess of norbornene, to the preferential formation of differocenyldisulfide in addition to 2-exo- and 2-endo-ferrocenylthio-norbornane (V and VI). In an analogous manner, di[1′-(2-exo-norbornylthio)ferrocenyl]disulfide (VII) is obtained from the reaction of ferrocene-1,1′-dithiol with excess norbornene. The new ferrocene-sulphur compounds I–VII were characterized by their 1H and 13C NMR spectra. Ferrocenthiol und Ferrocen-1,1′-dithiol, Fe(C5H5)(C5H4SH)bzw. Fe(C5H4SH)2, lassen sich radikalisch an Norbornadien und Norbornen addieren. Die Umsetzung von Ferrocenthiol mit Norbornadien (1 : 10) in Toluol bei 70°C ergibt ein Gemisch von 1 : 1-Additionsprodukten, in dem 3-Ferrocenylthionortricyclan (I) dominiert (ca. 80%); Nebenprodukte sind die substituierten Norbornen-Derivate 5-exo- und 5-endo-Ferrocenylthio-norborn-2-en (II und III) sowie 7-anti-Ferrocenylthio-norborn-2-en (IV). 2 : 1-Additionsverbindungen von Ferrocenthiol und Norbornadien wurden nur in Spuren erhalten und massenspektrometrisch identifiziert. Die radikalisch initiierte Anlagerung von Ferrocenthiol an Norbornen fürht auch bei Norbornen-Überschuß, bevorzugt zur Bildung von Diferrocenyldisulfid neben 2-exo- und 2-endo-Ferrocenylthio-norbornan (V und VI). Bei der Reaktion von Ferrocen-1,1′-dithiol mit überschüssigem Norbornen wird entsprechend Di[1′-(2-exo-norbornylthio)ferrocenyl]disulfid (VII) erhalten. Die neuen Ferrocen-Schwefel-Verbindungen I–VII wurden anhand ihrer 1H und 13C NMR-Spektren charakterisiert." @default.
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• W2035467224 date "1991-03-01" @default.
• W2035467224 modified "2023-09-24" @default.
• W2035467224 title "Modellreaktionen zur umsetzung von ferrocen-1,1′-dithiol mit diolefinen: die reaktionen von ferrocenthiolen mit norbornadien und norbornen" @default.
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• W2035467224 doi "https://doi.org/10.1016/0022-328x(91)86275-u" @default.
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