The reaction of ethynylferrocene with arenesulphenyl chlorides [ArSCl; Ar = Ph, p-ClC6H4, p-MeC6H4, p-MeOC 6H4, p-NO2C6H4, or 2,4-(NO2)2C6H3] follows an unusual pathway; the main outcome is substitution of the acetylenic proton, rather than electrophilic addition to the triple bond. The following compounds were isolated and identified: FcC≡CSAr, FcCCl=CHSAr, and FcCCl=CH2 or FcCOCH3 (Fc = ferrocenyl), depending on the reaction conditions. A mechanistic scheme is proposed.

Floris, B., Illuminati, G. (1986). Reaction of ethynylferrocene with arenesulphenyl chlorides. JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS 2, 2(11), 1811-1814.

Reaction of ethynylferrocene with arenesulphenyl chlorides

FLORIS, BARBARA;
1986-01-01

Abstract

The reaction of ethynylferrocene with arenesulphenyl chlorides [ArSCl; Ar = Ph, p-ClC6H4, p-MeC6H4, p-MeOC 6H4, p-NO2C6H4, or 2,4-(NO2)2C6H3] follows an unusual pathway; the main outcome is substitution of the acetylenic proton, rather than electrophilic addition to the triple bond. The following compounds were isolated and identified: FcC≡CSAr, FcCCl=CHSAr, and FcCCl=CH2 or FcCOCH3 (Fc = ferrocenyl), depending on the reaction conditions. A mechanistic scheme is proposed.
1986
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/06 - CHIMICA ORGANICA
English
Floris, B., Illuminati, G. (1986). Reaction of ethynylferrocene with arenesulphenyl chlorides. JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS 2, 2(11), 1811-1814.
Floris, B; Illuminati, G
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/64393
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