Preparation of nucleophilic phosphorene compound

A technology of nucleophilic phosphorene and compound, which is applied in the field of preparation of nucleophilic phosphorene compounds, and can solve the problems that phosphorene cannot be synthesized chemically and has poor reaction selectivity.

Pending Publication Date: 2020-07-10
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Since free phosphorene is unstable at room temperature and has poor reaction sele

Method used

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  • Preparation of nucleophilic phosphorene compound
  • Preparation of nucleophilic phosphorene compound
  • Preparation of nucleophilic phosphorene compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0010] Precursor compound 1 (42 mg, 0.1 mmol) and crown ether 12-crown-4 (20 μl, 0.12 mmol) were placed in a Shrek bottle, 1.5 ml of diethyl ether was added, and freshly prepared diisopropyl Lithium amide was stirred at low temperature for 2 hours, and the solvent was dried with a vacuum pump. The crude product was washed with hexane (1ml*3), and then recrystallized with ether solvent at low temperature to obtain 28 mg of the target product with a yield of 73%.

Embodiment 2

[0012] Precursor compound 2 (43 mg, 0.1 mmol) and crown ether 18-crown-6 (32 mg, 0.12 mmol) were placed in a Shrek bottle, 2.0 ml of ether was added, and potassium tert-butoxide (13 mg, 0.12mmol), stirred at low temperature for 2h, dried the solvent with a vacuum pump, washed the crude product with hexane (1ml*3), and recrystallized with ether solvent at low temperature to obtain 27mg of the target product with a yield of 69%.

Embodiment 3

[0014] Precursor compound 3 (45mg, 0.1mmol) and crown ether 15-crown-5 (24μl, 0.12mmol) were placed in a Shrek bottle, 1.5ml of ether was added, and bis-(trimethylsilyl) was added at -78°C Base) sodium amide (22mg, 0.12mmol), stirred at low temperature for 2h, dried the solvent with a vacuum pump, washed the crude product with hexane (1ml*3), and recrystallized with ether solvent at low temperature to obtain 27mg of the target product, with a yield of 66 %.

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Abstract

The invention discloses a preparation method of a nucleophilic phosphorene compound, and belongs to the field of chemical medicine preparation. Phosphorene (RP) is a monovalent phosphorus compound with a six-electron structure. As a phosphorus analogue of carbene, phosphorene is always an important organophosphorus reagent. Due to the instability of free phosphorene, chemists synthesize Lewis acidand Lewis alkali complexes of phosphorene by utilizing the dual characteristics of phosphorene molecules. The two types of complexed phosphorene are higher in stability and easier to regulate and control in reactivity, especially nucleophilic phosphorene coordinated by Lewis alkali. According to the invention, the nucleophilic phosphorene compound can be obtained with high yield by using the hydride of precursor phosphorus to react with alkali at low temperature in the presence of crown ether/cryptand. The obtained target product can be used as a catalyst for various catalytic reactions.

Description

technical field [0001] The invention discloses a preparation method of nucleophilic phosphorene compounds, which belongs to the field of chemical medicine preparation. Background technique [0002] Phosphorene (RP) is a class of monovalent phosphorus compounds with a six-electron structure. As a phosphorus analog of carbon carbene, phosphorene has been widely concerned by organic chemists and is an important organophosphorus reagent. Due to the instability of free phosphorene at room temperature and poor reaction selectivity, this kind of phosphorene cannot be really applied in synthetic chemistry. So chemists took advantage of the amphoteric characteristics of phosphorene molecules to synthesize Lewis acid complexes and Lewis base complexes of phosphorene. Compared with free phosphorene, these two types of complexed phosphorenes have higher stability and easier regulation of reactivity. Therefore, these two types of phosphorene have been the main body of phosphorene chem...

Claims

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Application Information

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IPC IPC(8): C07F9/6587B01J31/02
CPCB01J31/0267B01J31/0271C07F9/6587
Inventor 段莉莉贾亦博
Owner NANKAI UNIV
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