1-prop-2-enyl-1H-indene

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (6 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. To the mixture was added Me3SiCl (1 mL, 7.9 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.276 g, 2.15 mmol) dissolved in THF (6 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a yellow solid. The yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.54 g, 64% overall yield). The product was identified by 1H-NMR (FIG. 2). The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (9 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave an oil. To the oil was added Me3SiCl (7.5 mL of 1 M in methylene chloride, 7.5 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.273 g, 2.13 mmol) dissolved in THF (5 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a pale yellow solid. The pale yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.43 g, 51% overall yield). The product was identified by 1H-NMR (FIG. 1). The product was not further purified and contained small amount of impurity (bis(n-butylcyclopentadienyl)zirconium dichloride, about 6 mol % based on the integrals in 1H-NMR of the product). Removal of the solvent gave an oil The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (6 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. To the mixture was added Me3SiCl (1 mL, 7.9 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.276 g, 2.15 mmol) dissolved in THF (6 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a yellow solid. The yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.54 g, 64% overall yield). The product was identified by 1H-NMR (FIG. 2). The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (9 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave an oil. To the oil was added Me3SiCl (7.5 mL of 1 M in methylene chloride, 7.5 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.273 g, 2.13 mmol) dissolved in THF (5 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a pale yellow solid. The pale yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.43 g, 51% overall yield). The product was identified by 1H-NMR (FIG. 1). The product was not further purified and contained small amount of impurity (bis(n-butylcyclopentadienyl)zirconium dichloride, about 6 mol % based on the integrals in 1H-NMR of the product). Removal of the solvent gave an oil The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (9 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave an oil. To the oil was added Me3SiCl (7.5 mL of 1 M in methylene chloride, 7.5 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.273 g, 2.13 mmol) dissolved in THF (5 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a pale yellow solid. The pale yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.43 g, 51% overall yield). The product was identified by 1H-NMR (FIG. 1). The product was not further purified and contained small amount of impurity (bis(n-butylcyclopentadienyl)zirconium dichloride, about 6 mol % based on the integrals in 1H-NMR of the product). Removal of the solvent gave an oil The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (6 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. To the mixture was added Me3SiCl (1 mL, 7.9 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.276 g, 2.15 mmol) dissolved in THF (6 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a yellow solid. The yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.54 g, 64% overall yield). The product was identified by 1H-NMR (FIG. 2). The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (9 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave an oil. To the oil was added Me3SiCl (7.5 mL of 1 M in methylene chloride, 7.5 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.273 g, 2.13 mmol) dissolved in THF (5 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a pale yellow solid. The pale yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.43 g, 51% overall yield). The product was identified by 1H-NMR (FIG. 1). The product was not further purified and contained small amount of impurity (bis(n-butylcyclopentadienyl)zirconium dichloride, about 6 mol % based on the integrals in 1H-NMR of the product). Removal of the solvent gave an oil The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (6 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. To the mixture was added Me3SiCl (1 mL, 7.9 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.276 g, 2.15 mmol) dissolved in THF (6 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a yellow solid. The yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.54 g, 64% overall yield). The product was identified by 1H-NMR (FIG. 2). The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (9 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave an oil. To the oil was added Me3SiCl (7.5 mL of 1 M in methylene chloride, 7.5 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.273 g, 2.13 mmol) dissolved in THF (5 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a pale yellow solid. The pale yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.43 g, 51% overall yield). The product was identified by 1H-NMR (FIG. 1). The product was not further purified and contained small amount of impurity (bis(n-butylcyclopentadienyl)zirconium dichloride, about 6 mol % based on the integrals in 1H-NMR of the product). Removal of the solvent gave an oil The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (6 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. To the mixture was added Me3SiCl (1 mL, 7.9 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.276 g, 2.15 mmol) dissolved in THF (6 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a yellow solid. The yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.54 g, 64% overall yield). The product was identified by 1H-NMR (FIG. 2). The mixture was stirred at room temperature overnight Removal of the solvent

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To Tetrakis(dimethylamino)zirconium (0.52 g, 1.94 mmol) dissolved in toluene (9 mL) was added allylindene (0.31 g, 1.99 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave an oil. To the oil was added Me3SiCl (7.5 mL of 1 M in methylene chloride, 7.5 mmol) at room temperature. The mixture was stirred at room temperature overnight. Removal of the solvent gave a yellow solid (crude allylindenylzirconium trichloride). The yellow solid (crude allylindenylzirconium trichloride) was dissolved in THF (10 mL). N-BuCpLi (0.273 g, 2.13 mmol) dissolved in THF (5 mL) was added to above THF solution (allylindenylzirconium trichloride/THF solution) at 0° C. The mixture was stirred at 0° C. for 30 minutes, then warned to room temperature and stirred for another 2.5 hours. The solvent was removed. The residue was extracted with toluene (30 mL). The supernatant was separated from the solid. Removal of the solvent gave a pale yellow solid. The pale yellow solid was washed with pentane (30 mL) and then dried under vacuum. The desired compound was obtained as a pale yellow solid (0.43 g, 51% overall yield). The product was identified by 1H-NMR (FIG. 1). The product was not further purified and contained small amount of impurity (bis(n-butylcyclopentadienyl)zirconium dichloride, about 6 mol % based on the integrals in 1H-NMR of the product). Removal of the solvent gave an oil The mixture was stirred at room temperature overnight Removal of the solvent