The reactions of thioferrocenoylsilanes with organolithium reagents, dienes and reducing agents which afford α-silyl sulphides, dihydrothiopyranes and α-silyl ferrocenyl thiols, respectively, have been investigated. α-Silyl sulphides were further functionalised through carbodesilylation with aldehydes. We also report the synthesis of a new planar chiral thioferrocenoylsilane that gave good diastereomeric excess in the reaction with t-butyllithium, lithium lutidine and 2,3-dimethylbuta-1,3-diene. The 1,1′-bis-thioferrocenoylsilane, too unstable to be isolated, was trapped in situ with dienes. © 2001 Elsevier Science B.V.
Bonini B.F., Comes-Franchini M., Fochi M., Mazzanti G., Ricci A., Tomasulo M., et al. (2001). Synthesis and reactivity of achiral and of a novel planar chiral thioferrocenoylsilanes. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 637-639, 407-417 [10.1016/S0022-328X(01)00944-5].
Synthesis and reactivity of achiral and of a novel planar chiral thioferrocenoylsilanes
Bonini B. F.;Comes-Franchini M.;Fochi M.;Mazzanti G.;Ricci A.;Varchi G.
2001
Abstract
The reactions of thioferrocenoylsilanes with organolithium reagents, dienes and reducing agents which afford α-silyl sulphides, dihydrothiopyranes and α-silyl ferrocenyl thiols, respectively, have been investigated. α-Silyl sulphides were further functionalised through carbodesilylation with aldehydes. We also report the synthesis of a new planar chiral thioferrocenoylsilane that gave good diastereomeric excess in the reaction with t-butyllithium, lithium lutidine and 2,3-dimethylbuta-1,3-diene. The 1,1′-bis-thioferrocenoylsilane, too unstable to be isolated, was trapped in situ with dienes. © 2001 Elsevier Science B.V.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
