9-磷杂二环[3.3.1]壬烷

反应条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 300 ml Schlenk vessel under nitrogen atmosphere is charged with 9.44 g (40 mmol) of 1,2-dibromobenzene, 22.4 g (200 mmol) of 1,4-diazabicyclo[2,2,2]octane, 13 g (91 mmol) of 9-phosphabicyclo[3.3.1]nonane, 2.32 g (2 mmol) of tetrakis(triphenylphosphine)palladium(0) and 150 ml of xylene (solvent). The mixture is stirred overnight at 140° C., during which period a precipitate of 1,4-diazabicyclo[2,2,2]octane hydrogenbromide is formed. After cooling to 100° C. the mixture is filtered hot. Upon cooling of the xylene solution, crystals of 1,2-bis-([3.3.1]-9-phosphabicyclononane) benzene are formed. The liquid is decanted, and the product recrystallized from 100 ml of hot toluene. 1,2-bis(9-phosphabicyclo[3.3.1]nonyl) benzene is obtained in a yield of 7.1 g (20 mmol, 50%), pure according to 31p and 1H NMR, 31P NMR (CD2Cl2): −16.6 ppm 1H NMR (CD2Cl2): 7.15 ppm (m, 2H), 7.10 ppm (m, 2H), 2.63 ppm (s, 4H), 12-2.2 ppm (m, 24H) is formed is filtered hot Upon cooling of the xylene solution, crystals of 1,2-bis-([3.3.1]-9-phosphabicyclononane) benzene are formed The liquid is decanted the product recrystallized from 100 ml of hot toluene

反应条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 300 ml Schlenk vessel under nitrogen atmosphere is charged with 9.44 g (40 mmol) of 1,2-dibromobenzene, 22.4 g (200 mmol) of 1,4-diazabicyclo[2,2,2]octane, 13 g (91 mmol) of 9-phosphabicyclo[3.3.1]nonane, 2.32 g (2 mmol) of tetrakis(triphenylphosphine)palladium(0) and 150 ml of xylene (solvent). The mixture is stirred overnight at 140° C., during which period a precipitate of 1,4-diazabicyclo[2,2,2]octane hydrogenbromide is formed. After cooling to 100° C. the mixture is filtered hot. Upon cooling of the xylene solution, crystals of 1,2-bis-([3.3.1]-9-phosphabicyclononane) benzene are formed. The liquid is decanted, and the product recrystallized from 100 ml of hot toluene. 1,2-bis(9-phosphabicyclo[3.3.1]nonyl) benzene is obtained in a yield of 7.1 g (20 mmol, 50%), pure according to 31p and 1H NMR, 31P NMR (CD2Cl2): −16.6 ppm 1H NMR (CD2Cl2): 7.15 ppm (m, 2H), 7.10 ppm (m, 2H), 2.63 ppm (s, 4H), 12-2.2 ppm (m, 24H) is formed is filtered hot Upon cooling of the xylene solution, crystals of 1,2-bis-([3.3.1]-9-phosphabicyclononane) benzene are formed The liquid is decanted the product recrystallized from 100 ml of hot toluene

反应条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 300 ml Schlenk vessel under nitrogen atmosphere is charged with 9.44 g (40 mmol) of 1,2-dibromobenzene, 22.4 g (200 mmol) of 1,4-diazabicyclo[2,2,2]octane, 13 g (91 mmol) of 9-phosphabicyclo[3.3.1]nonane, 2.32 g (2 mmol) of tetrakis(triphenylphosphine)palladium(0) and 150 ml of xylene (solvent). The mixture is stirred overnight at 140° C., during which period a precipitate of 1,4-diazabicyclo[2,2,2]octane hydrogenbromide is formed. After cooling to 100° C. the mixture is filtered hot. Upon cooling of the xylene solution, crystals of 1,2-bis-([3.3.1]-9-phosphabicyclononane) benzene are formed. The liquid is decanted, and the product recrystallized from 100 ml of hot toluene. 1,2-bis(9-phosphabicyclo[3.3.1]nonyl) benzene is obtained in a yield of 7.1 g (20 mmol, 50%), pure according to 31p and 1H NMR, 31P NMR (CD2Cl2): −16.6 ppm 1H NMR (CD2Cl2): 7.15 ppm (m, 2H), 7.10 ppm (m, 2H), 2.63 ppm (s, 4H), 12-2.2 ppm (m, 24H) is formed is filtered hot Upon cooling of the xylene solution, crystals of 1,2-bis-([3.3.1]-9-phosphabicyclononane) benzene are formed The liquid is decanted the product recrystallized from 100 ml of hot toluene