Optical trigger molecules based on iridium complexes and their applications
An iridium complex, optical trigger technology, applied in indium organic compounds, platinum group organic compounds, material analysis by optical means, etc., can solve the problems of low fluorescence intensity increase, slow photolysis speed, and low photolysis efficiency.
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Embodiment 1
[0069] Synthesis of phototrigger molecule SO-Ir-1
[0070]
[0071] 1-1) Synthesis of intermediate SO-2.
[0072] The benzoin (381 mg, 1 mmol) containing borate ester of the above formula was dissolved in 15 mL of toluene, trimethylchlorosilane (0.5 mL) and mercaptoethanol (0.5 mL) were added to the solution, and refluxed for 24 hours under the protection of argon. Add 50mL water to the reaction solution to quench the reaction, take out the organic layer and wash with anhydrous Na 2 SO 4 After drying, the solvent was spin-dried by a rotary evaporator, and the pure product was obtained by silica gel column chromatography.
[0073] 1 H NMR (400MHz, CD 2 Cl 2 ): δ7.55(d, J=8.0Hz, 2H), 7.22(d, J=8.0Hz, 2H), 7.10(d, J=8.0Hz, 2H), 6.61(d, J=8.0Hz, 2H ),4.52(t,J=4.0Hz,2H),3.27(t,J=4.0Hz,2H),2.95(s,6H),1.34(s,12H); HRMS for[M+H] + :424.2120.
[0074] 1-2) Synthesis of intermediate PSO-1.
[0075] Compound 5-Br-2,2'-bipyridine (131.6mg, 0.86mmol), SO-2 (364mg, 0.86mmol), Pd...
Embodiment 2
[0082] Synthesis of Phototrigger Molecule SO-Ir-2
[0083]
[0084] 2-1) Synthesis of intermediate C^N ligand-2
[0085] The ligand 2-(1-benzothiophen-2-yl)quinoline (451mg, 2.2mmol) and IrCl 3 ﹒ 3H 2 O (352 mg, 1.0 mmol) was added to the reaction flask, and 15 mL of a mixed solution of 2-ethoxyethanol and water (v / v: 3:1) was added to the reaction flask, stirred continuously, and heated under nitrogen protection The reaction was carried out under reflux for 24 hours, and a large amount of precipitates were formed during the reaction. After the reaction was cooled, the precipitate was filtered and washed with ethanol and water, and the solid substance obtained was the iridium dichloro bridge compound C^N ligand-2, which was directly carried out to the next step reaction with a yield of 83.6%.
[0086] 2-2) Synthesis of phototrigger molecule SO-Ir-2
[0087] Add C^N ligand-2 (750mg, 0.5mmol) and intermediate PSO-1 (451mg, 1.0mmol) into a three-neck glass bottle, then ad...
Embodiment 3
[0090] Synthesis of phototrigger molecule SO-Ir-13
[0091]
[0092] 3-1) Synthesis of intermediate SO-1
[0093] The alkynyl-containing benzoin (279 mg, 1 mmol) of the above formula was dissolved in 15 mL of toluene, trimethylchlorosilane (0.5 mL) and mercaptoethanol (0.5 mL) were added to the solution, and refluxed for 24 hours under the protection of argon. Add 50mL water to the reaction solution to quench the reaction, take out the organic layer and wash with anhydrous Na 2 SO 4 After drying, the solvent was spin-dried by a rotary evaporator, and the pure product was obtained by silica gel column chromatography with a yield of 62.2%.
[0094] 3-2) Synthesis of intermediate PSO-2
[0095] Intermediate SO-1 (321mg, 1mmol), Pd[PPh 3 ] 2 Cl 2(35mg, 0.05mmol), cuprous iodide (9.6mg, 0.05mol) were added to a 50mL three-necked flask, 10mL of ethanol / water (4:1) was added, and the reaction was heated under reflux for 2 hours under the protection of nitrogen. 20 mL of wat...
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