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Cyclic n-heterocyclic carbene mercury complex and preparation method and application thereof

A nitrogen-heterocyclic carbene and complex technology, which is applied in the field of metal-organic chemistry, and achieves the effect of obvious fluorescent photosensitive effect and simple preparation

Inactive Publication Date: 2018-06-15
TIANJIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although the coordination mode between nitrogen heterocyclic carbene ligands and metals is very similar to that of organic phosphine ligands, the good stability of nitrogen heterocyclic carbene metal complexes to water, heat and air is unmatched by phosphine ligand metal complexes of

Method used

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  • Cyclic n-heterocyclic carbene mercury complex and preparation method and application thereof
  • Cyclic n-heterocyclic carbene mercury complex and preparation method and application thereof
  • Cyclic n-heterocyclic carbene mercury complex and preparation method and application thereof

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Embodiment 1

[0030] 2, the preparation of 7-bis[3̓-bromopropoxy]naphthalenediol (1):

[0031] Under nitrogen protection, anhydrous potassium carbonate (13.800 g, 0.1 mol) and tetrabutylammonium bromide (0.644 g, 2.0 mmol) were added to a solution of 2,7-dihydroxynaphthalene (1.600 g, 10.0 mmol) in acetonitrile (150 mL), stirred at 80 °C for 2 hours; then added 1,3-dibromopropane (20.200 g, 0.1 mol) and refluxed at 80 °C for 2 days, filtered to obtain a green solution, and rotary evaporated to obtain a green The oily crude product was washed with a small amount of methanol to give a green powder 2,7-

[0032] Bis[3̓-bromopropoxy]naphthalenediol (1). Yield: 2.492 g (62%), melting point: 54-56 °C. 1 H NMR (400MHz, CDCl 3 ): δ 7.69 (d, J = 8.8 Hz, 2H, Ph H ), 7.09 (d, J = 2.4 Hz, 2H, Ph H ),7.03 (q, J = 3.7 Hz, 2H, Ph H ), 4.25 (t, J = 5.8 Hz, 4H, C H 2 ), 3.69 (t, J =6.4 Hz, 4H, C H 2 ), 2.44 (m, 4H, C H 2 ). 13 C NMR (100 MHz, CDCl 3 ): δ 157.2 (PhC ), 135.8 (Ph ...

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Abstract

The invention discloses a preparation method of a cyclic n-heterocyclic carbene mercury complex and application thereof. The preparation method comprises the following steps: performing a reaction on2,7-naphthalenediol as a raw material, 1, 3-dibromopropane and potassium carbonate in an organic solvent to obtain 2,7-bis[3-bromopropoxy]naphthalenediol (1), then reacting with N-substituted benzimidazole, then performing anion exchange by using NH4PF6 to synthesize 2,7-bis[3-(1-pyridylbenzimidazole)propoxy]naphthalenediol hexafluorophosphate (2), and then performing a reaction on (2) and mercuryacetate and sodium acetate to produce the cyclic n-heterocyclic carbene mercury complex (3). The cyclic n-heterocyclic carbene mercury complex has the advantages of simple preparation and an obviousfluorescence sensing effect, is sensitive to some specific ions, can be applied to preparation of a fluorescent molecular recognition system, and is mainly applied to the technical field of fluorescent recognition.

Description

[0001] Statement Regarding Funding Research or Development [0002] This invention is carried out under the support of National Natural Science Foundation of China (fund number: 21572159), Tianjin Normal University Youth Fund (fund number: 52XQ1402) and Tianjin Natural Science Foundation (fund number: 11JCZDJC22000). technical field [0003] The invention belongs to the technical field of organometallic chemistry, and relates to cyclic nitrogen-heterocyclic carbene mercury complexes synthesized by using 2,7-naphthalenediol, 1,3-dibromopropane, and N-substituted benzimidazole as raw materials, and cyclic Study on the Fluorescent Recognition Properties of Nitrocyclic Carbene Metal Complexes. Background technique [0004] Because of its easy synthesis, low toxicity, strong electron-donating ability, and strong coordination ability with the central metal, nitrogen-heterocyclic carbene metalorganic chemistry has become one of the research hotspots. Nitrocyclic carbene metal comp...

Claims

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Application Information

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IPC IPC(8): C07F3/10C09K11/06G01N21/64
CPCC07B2200/13C07F3/10C09K11/06C09K2211/188G01N21/643
Inventor 柳清湘吴昊赵冬雪赵志翔毕月
Owner TIANJIN NORMAL UNIVERSITY