Reactions of ruthenium hydrides with ethyl-vinyl sulfide†
Abstract
The Ru-hydride precursors (Im(OMe)2)(PPh3)2RuHCl (1) and (Me2Im(OMe)2)(PPh3)2RuHCl (2) reacted with ethyl-vinyl-sulfide to give ((MeOCH2CH2)C3H2N2(CH2CH(OMe))RuCl(PPh3)2 (3) and ((MeOCH2CH2)C3Me2N2(CH2CH(OMe))RuCl(PPh3)2 (4), respectively. Dissolution of (4) in C6D6 prompts formation of ((MeOCH2CH2)C5H6N2(CHCH)RuCl(PPh3)2 (5). The analogous reactions of the bis-carbene Ru-hydride precursors (Im(OMe)2)(IMes)(PPh3)RuHCl (6), (Im(OMe)2)(SIMes)(PPh3)RuHCl (7) and (Im(OMe)2)(IMes-Cl2)(PPh3)RuHCl (8) gave ((MeOCH2CH2)C3H2N2(CHCH)RuCl(PPh3)(NHC) (NHC = IMes (9), SIMes (10), IMes-Cl2 (11), respectively. The formation of compounds (3–5) and (9–11) is thought to go through an initial insertion of the vinyl-fragment into the Ru–H prompting subsequent C–H activation and loss of diethyl sulfide. This yields (3) and (4), while subsequent loss of methanol yields (5) and (9–11).