二异丁基磷化氢

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

实验步骤: Diisobutylphosphine (1.66 grams, 11.37 mmol) was dissolved in THF (25 ml) under nitrogen and cooled with a dry ice/acetone bath. n-Butyllithium (7.11 ml of a 1.6M solution in hexane, 11.37 mmol) was added dropwise to the stirring solution which was then allowed to stir for 1 hour in the cold bath. 2,2'-Bis(bromomethyl)-1,1'-biphenyl (1.89 grams, 5.55 mmol) in THF (10 ml) was added dropwise at -70° C. The solution was allowed to stir overnight at room temperature and was then heated at reflux for 1 hour. Saturated aqueous NH4Cl was added to the solution at room temperature. Diethyl ether was added and the layers were separated in a separatory funnel. The aqueous layer was extracted twice with diethyl ether, and the combined organic solution was then washed twice with water. The solvent was removed on a steam bath under a stream of nitrogen. The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C. and 1 mm Hg leaving 1.88 grams (72% yield) of a thick orange glassy product. 1H NMR (CDCl3): δ 0.65-1.67 (complex, 36H, aliphatic); 2.42 (s, 4H, benzylic); 6.67-7.30 (complex, 8H aromatic). 31P NMR (CDCl3): δ+31. cooled with a dry ice/acetone bath to stir overnight at room temperature was then heated at reflux for 1 hour the layers were separated in a separatory funnel The aqueous layer was extracted twice with diethyl ether the combined organic solution was then washed twice with water The solvent was removed on a steam bath under a stream of nitrogen The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C.

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

实验步骤: The title compound was prepared in accordance with the procedure of Example 10 employing di-iso-butylphosphine (Strem 486 mg, 3.33 mmol), 1,2-bis(dimethylaminomethyl)ferrocene (0.5 g, 1.66 mmol) and anhydrous acetic acid (100 ml). Yield 0.372 g.

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

实验步骤: The title compound was prepared in accordance with the procedure of Example 10 employing di-iso-butylphosphine (Strem 486 mg, 3.33 mmol), 1,2-bis(dimethylaminomethyl)ferrocene (0.5 g, 1.66 mmol) and anhydrous acetic acid (100 ml). Yield 0.372 g.

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

实验步骤: Diisobutylphosphine (1.66 grams, 11.37 mmol) was dissolved in THF (25 ml) under nitrogen and cooled with a dry ice/acetone bath. n-Butyllithium (7.11 ml of a 1.6M solution in hexane, 11.37 mmol) was added dropwise to the stirring solution which was then allowed to stir for 1 hour in the cold bath. 2,2'-Bis(bromomethyl)-1,1'-biphenyl (1.89 grams, 5.55 mmol) in THF (10 ml) was added dropwise at -70° C. The solution was allowed to stir overnight at room temperature and was then heated at reflux for 1 hour. Saturated aqueous NH4Cl was added to the solution at room temperature. Diethyl ether was added and the layers were separated in a separatory funnel. The aqueous layer was extracted twice with diethyl ether, and the combined organic solution was then washed twice with water. The solvent was removed on a steam bath under a stream of nitrogen. The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C. and 1 mm Hg leaving 1.88 grams (72% yield) of a thick orange glassy product. 1H NMR (CDCl3): δ 0.65-1.67 (complex, 36H, aliphatic); 2.42 (s, 4H, benzylic); 6.67-7.30 (complex, 8H aromatic). 31P NMR (CDCl3): δ+31. cooled with a dry ice/acetone bath to stir overnight at room temperature was then heated at reflux for 1 hour the layers were separated in a separatory funnel The aqueous layer was extracted twice with diethyl ether the combined organic solution was then washed twice with water The solvent was removed on a steam bath under a stream of nitrogen The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C.

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

实验步骤: Diisobutylphosphine (1.66 grams, 11.37 mmol) was dissolved in THF (25 ml) under nitrogen and cooled with a dry ice/acetone bath. n-Butyllithium (7.11 ml of a 1.6M solution in hexane, 11.37 mmol) was added dropwise to the stirring solution which was then allowed to stir for 1 hour in the cold bath. 2,2'-Bis(bromomethyl)-1,1'-biphenyl (1.89 grams, 5.55 mmol) in THF (10 ml) was added dropwise at -70° C. The solution was allowed to stir overnight at room temperature and was then heated at reflux for 1 hour. Saturated aqueous NH4Cl was added to the solution at room temperature. Diethyl ether was added and the layers were separated in a separatory funnel. The aqueous layer was extracted twice with diethyl ether, and the combined organic solution was then washed twice with water. The solvent was removed on a steam bath under a stream of nitrogen. The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C. and 1 mm Hg leaving 1.88 grams (72% yield) of a thick orange glassy product. 1H NMR (CDCl3): δ0.65-1.67 (complex, 36H, aliphatic); 2.42 (s, 4H, benzylic); 6.67-7.30 (complex, 8H aromatic). 31P NMR (CDCl3): δ+31. cooled with a dry ice/acetone bath to stir overnight at room temperature was then heated at reflux for 1 hour the layers were separated in a separatory funnel The aqueous layer was extracted twice with diethyl ether the combined organic solution was then washed twice with water The solvent was removed on a steam bath under a stream of nitrogen The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C.

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

实验步骤: Diisobutylphosphine (1.66 grams, 11.37 mmol) was dissolved in THF (25 ml) under nitrogen and cooled with a dry ice/acetone bath. n-Butyllithium (7.11 ml of a 1.6M solution in hexane, 11.37 mmol) was added dropwise to the stirring solution which was then allowed to stir for 1 hour in the cold bath. 2,2'-Bis(bromomethyl)-1,1'-biphenyl (1.89 grams, 5.55 mmol) in THF (10 ml) was added dropwise at -70° C. The solution was allowed to stir overnight at room temperature and was then heated at reflux for 1 hour. Saturated aqueous NH4Cl was added to the solution at room temperature. Diethyl ether was added and the layers were separated in a separatory funnel. The aqueous layer was extracted twice with diethyl ether, and the combined organic solution was then washed twice with water. The solvent was removed on a steam bath under a stream of nitrogen. The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C. and 1 mm Hg leaving 1.88 grams (72% yield) of a thick orange glassy product. 1H NMR (CDCl3): δ0.65-1.67 (complex, 36H, aliphatic); 2.42 (s, 4H, benzylic); 6.67-7.30 (complex, 8H aromatic). 31P NMR (CDCl3): δ+31. cooled with a dry ice/acetone bath to stir overnight at room temperature was then heated at reflux for 1 hour the layers were separated in a separatory funnel The aqueous layer was extracted twice with diethyl ether the combined organic solution was then washed twice with water The solvent was removed on a steam bath under a stream of nitrogen The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C.

反应条件: temp:45.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A 250 ml round-bottomed flask fitted with a condenser, nitrogen purge, and addition funnel was charged with 29.9 g (0.3 mol) 2-cyclohexen-1-one and heated to 45° C. with stirring. Di-(iso-butyl)phosphine (28.8 g, 0.2 mol) was gradually added to the flask via the addition funnel, over a period of 0.5 hour. When addition was complete, the temperature of the contents of the flask was slowly raised to 70° C. and maintained at that temperature for 3 hours, then cooled. Unreacted starting materials were removed by evaporation under reduced pressure at 120° C. A 250 ml round-bottomed flask fitted with a condenser nitrogen purge addition funnel When addition the temperature of the contents of the flask was slowly raised to 70° C. maintained at that temperature for 3 hours cooled were removed by evaporation under reduced pressure at 120° C.

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

实验步骤: The title compound was prepared in accordance with the procedure of Example 2 employing di-iso-butylphosphine (Strem 486 mg, 3.33 mmol), 1,2-bis(dimethylaminomethyl)ferrocene (0.5 g, 1.66 mmol) and anhydrous acetic acid (100 ml). Yield 0.372 g.

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

实验步骤: Diisobutylphosphine (1.66 grams, 11.37 mmol) was dissolved in THF (25 ml) under nitrogen and cooled with a dry ice/acetone bath. n-Butyllithium (7.11 ml of a 1.6M solution in hexane, 11.37 mmol) was added dropwise to the stirring solution which was then allowed to stir for 1 hour in the cold bath. 2,2'-Bis(bromomethyl)-1,1'-biphenyl (1.89 grams, 5.55 mmol) in THF (10 ml) was added dropwise at -70° C. The solution was allowed to stir overnight at room temperature and was then heated at reflux for 1 hour. Saturated aqueous NH4Cl was added to the solution at room temperature. Diethyl ether was added and the layers were separated in a separatory funnel. The aqueous layer was extracted twice with diethyl ether, and the combined organic solution was then washed twice with water. The solvent was removed on a steam bath under a stream of nitrogen. The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C. and 1 mm Hg leaving 1.88 grams (72% yield) of a thick orange glassy product. cooled with a dry ice/acetone bath to stir overnight at room temperature was then heated at reflux for 1 hour the layers were separated in a separatory funnel The aqueous layer was extracted twice with diethyl ether the combined organic solution was then washed twice with water The solvent was removed on a steam bath under a stream of nitrogen The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C.

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

实验步骤: Diisobutylphosphine (1.66 grams, 11.37 mmol) was dissolved in THF (25 ml) under nitrogen and cooled with a dry ice/acetone bath. n-Butyllithium (7.11 ml of a 1.6M solution in hexane, 11.37 mmol) was added dropwise to the stirring solution which was then allowed to stir for 1 hour in the cold bath. 2,2'-Bis(bromomethyl)-1,1'-biphenyl (1.89 grams, 5.55 mmol) in THF (10 ml) was added dropwise at -70° C. The solution was allowed to stir overnight at room temperature and was then heated at reflux for 1 hour. Saturated aqueous NH4Cl was added to the solution at room temperature. Diethyl ether was added and the layers were separated in a separatory funnel. The aqueous layer was extracted twice with diethyl ether, and the combined organic solution was then washed twice with water. The solvent was removed on a steam bath under a stream of nitrogen. The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C. and 1 mm Hg leaving 1.88 grams (72% yield) of a thick orange glassy product. 1H NMR (CDCl3): δ 0.65-1.67 (complex, 36H, aliphatic); 2.42 (s, 4H, benzylic); 6.67-7.30 (complex, 8H aromatic). 31P NMR (CDCl3): δ+31. cooled with a dry ice/acetone bath to stir overnight at room temperature was then heated at reflux for 1 hour the layers were separated in a separatory funnel The aqueous layer was extracted twice with diethyl ether the combined organic solution was then washed twice with water The solvent was removed on a steam bath under a stream of nitrogen The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C.

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

实验步骤: The title compound was prepared in accordance with the procedure of Example 10 employing di-iso-butylphosphine (Strem 486 mg, 3.33 mmol), 1,2-bis(dimethylaminomethyl)ferrocene (0.5 g, 1.66 mmol) and anhydrous acetic acid (100 ml). Yield 0.372 g.

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

实验步骤: Diisobutylphosphine (1.66 grams, 11.37 mmol) was dissolved in THF (25 ml) under nitrogen and cooled with a dry ice/acetone bath. n-Butyllithium (7.11 ml of a 1.6M solution in hexane, 11.37 mmol) was added dropwise to the stirring solution which was then allowed to stir for 1 hour in the cold bath. 2,2'-Bis(bromomethyl)-1,1'-biphenyl (1.89 grams, 5.55 mmol) in THF (10 ml) was added dropwise at -70° C. The solution was allowed to stir overnight at room temperature and was then heated at reflux for 1 hour. Saturated aqueous NH4Cl was added to the solution at room temperature. Diethyl ether was added and the layers were separated in a separatory funnel. The aqueous layer was extracted twice with diethyl ether, and the combined organic solution was then washed twice with water. The solvent was removed on a steam bath under a stream of nitrogen. The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C. and 1 mm Hg leaving 1.88 grams (72% yield) of a thick orange glassy product. 1H NMR (CDCl3): δ 0.65-1.67 (complex, 36H, aliphatic); 2.42 (s, 4H, benzylic); 6.67-7.30 (complex, 8H aromatic). 31P NMR (CDCl3): δ+31. cooled with a dry ice/acetone bath to stir overnight at room temperature was then heated at reflux for 1 hour the layers were separated in a separatory funnel The aqueous layer was extracted twice with diethyl ether the combined organic solution was then washed twice with water The solvent was removed on a steam bath under a stream of nitrogen The oily residue was then placed on a Kugelrohr distillation apparatus to remove low boiling material at about 175° C.