1: hex-1-yne With benzo[1,3,2]dioxaborole T=70°C; 2 h; 2: 2,3-dimethylbutane-2,3-diol in tetrahydrofuran T=20°C; 3 h;

in tetrahydrofuran T=20°C; 18 h;

bis(cyclohexanyl)borane T=20°C; 2 h;

styrene; [RhCl(η2:η2-cycloocta-1,5-diene)]2 in 1,2-dichloro-ethane

1: 0 - 70 °C / |Inert atmosphere 2: water / tetrahydrofuran / 12 h / 20 °C / |Inert atmosphere View Scheme

1: 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane With CuCl(C3H4N2(C10H15)2); sodium t-butanolate in THF-d8 (tetrahydrofuran-d8) T=22°C; 0.5 h; Inert atmosphere; 2: 1-chloro-4-pentyne With methanol in THF-d8 (tetrahydrofuran-d8) T=22°C; 3 h; Inert atmosphere; 3: hex-1-yne in THF-d8 (tetrahydrofuran-d8) T=22°C; 24 h; Inert atmosphere;

[RhCl(η2:η2-cycloocta-1,5-diene)]2 in toluene pinacolborane and vinylarene were added to a mixt. of Rh-complex in toluene under Ar, the mixt. was stirred at room temp. for 4 h; diluted with toluene, washed with water, dried over MgSO4, evapd., distilled with Kugelrohr or chromy. on silica gel;

[RhCl(η2:η2-cycloocta-1,5-diene)]2 in toluene pinacolborane and vinylarene were added to a mixt. of Rh-complex in toluene under Ar, the mixt. was stirred at room temp. for 4 h; diluted with toluene, washed with water, dried over MgSO4, evapd., distilled with Kugelrohr or chromy. on silica gel;

triethylamine in diethyl ether

tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; tris-(o-tolyl)phosphine in N,N-dimethyl-formamide T=60°C; Suzuki-Miyaura coupling; 0.0833333 h; Inert atmosphere;