1: di-μ-chloro-bis(η4-1,5-cyclooctadiene)diiridium; hydrogen; (R)-bisbenzodioxanphos / dichloromethane; tetrahydrofuran / 20 h / 30 °C / 31029.7 Torr / |Autoclave; |Glovebox 2: hydrogen; hydrogenchloride; 5 palladium on charcoal / ethanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr / |Schlenk technique 3: triethylamine / dichloromethane / 5 h / 20 °C View Scheme

1: di-μ-chloro-bis(η4-1,5-cyclooctadiene)diiridium; hydrogen; (Rax,S,S)-C3*-TunePhos / dichloromethane; tetrahydrofuran / 20 h / 30 °C / 31029.7 Torr / |Autoclave; |Glovebox 2: hydrogen; hydrogenchloride; 5 palladium on charcoal / ethanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr / |Schlenk technique View Scheme

1.1: di-μ-chloro-bis(η4-1,5-cyclooctadiene)diiridium; hydrogen; (R)-bisbenzodioxanphos / dichloromethane; tetrahydrofuran / 20 h / 30 °C / 31029.7 Torr / |Autoclave; |Glovebox 2.1: hydrogen; hydrogenchloride; 5 palladium on charcoal / ethanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr / |Schlenk technique 3.1: triethylamine / dichloromethane / 5 h / 20 °C 4.1: sodium hydride / toluene; mineral oil / 0.25 h / 0 °C / |Inert atmosphere 4.2: 8 h / 130 °C / |Inert atmosphere; |Dean-Stark View Scheme

1: di-μ-chloro-bis(η4-1,5-cyclooctadiene)diiridium; hydrogen; (R)-bisbenzodioxanphos / dichloromethane; tetrahydrofuran / 20 h / 30 °C / 31029.7 Torr / |Autoclave; |Glovebox 2: hydrogen; hydrogenchloride; 5 palladium on charcoal / ethanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr / |Schlenk technique View Scheme