反应详情

To a 4 ml glass vial was added nickel acetate tetrahydrate (35 mg, 0.14 mmol), a Teflon stirbar, and distilled pyridine (1.4 ml). The vial was capped and the solution stirred vigorously to afford a blue solution. A solution of 2-nitro-N-(2-(pyridin-2-yl)phenyl)benzenesulfonamide (0.050 g, 0.14 mmol) in distilled pyridine (1.4 ml) was added to the reaction mixture dropwise. The resulting dark green-blue solution was stirred for 5 min, whereupon aqueous sodium hydroxide (2.55 M, 0.110 ml) was added dropwise. The mixture was sonicated briefly, leading to a yellow-green solution. Following 20 min, the solution was transferred to a 20 ml glass vial, and pentane (16 ml) was added dropwise with stirring, resulting in a biphasic system. The pentane layer was decanted, and ether (18 ml) was added. The mixture was stirred vigorously, leading to precipitation of a yellow solid. The mixture was centrifuged, the supernatant decanted, and the resulting residue was dried in vacuo. Minimal dicholoromethane was added to the residue, leading to the production of a quantity of orange solid. The mixture was filtered through Celite, affording a green solution that was concentrated in vacuo to afford the product 1x as a green solid (15.6 mg, 6%). An NMR sample was allowed to stand at ambient temperature for 2 days, during which time large green crystals grew. One of these crystals was analyzed by X-ray diffraction (see FIG. 5).

1. distillationa Teflon stirbar, and distilled pyridine (1.4 ml)
2. customThe vial was capped
3. customto afford a blue solution
4. additionwas added dropwise
5. customThe mixture was sonicated briefly
6. additionwas added dropwise
7. stirringwith stirring
8. customresulting in a biphasic system
9. customThe pentane layer was decanted
10. additionether (18 ml) was added
11. stirringThe mixture was stirred vigorously
12. customleading to precipitation of a yellow solid
13. customthe supernatant decanted, and the resulting residue was dried in vacuo
14. additionMinimal dicholoromethane was added to the residue
15. filtrationThe mixture was filtered through Celite
16. customaffording a green solution that
17. concentrationwas concentrated in vacuo