Fluorene bridged cyclic N-heterocyclic carbene silver complex as well as preparation method and application thereof
A nitrogen heterocycle and complex technology, applied in the field of metal organic chemistry, to achieve the effect of obvious fluorescence photosensitive effect
Inactive Publication Date: 2018-07-13
TIANJIN NORMAL UNIVERSITY
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Embodiment 1
[0033] Preparation of 2,7-dibromofluorene (W)
[0034]The raw material fluorene (5.000 g, 30.0 mmol) was dissolved in 30 ml of chloroform in a three-necked flask, and the three-necked flask was placed in an ice-water bath to cool below 0°C, and liquid bromine (3.6 ml, 70.0 mmol) was dissolved in 5ml of chloroform and placed in a constant pressure funnel, and liquid bromine was slowly added dropwise under stirring, and the dropwise addition was completed after 30 min. The ice-water bath was removed, and stirred at room temperature for 4 h, and a white solid precipitated. After 24 h, the reaction was stopped, and a white solid was obtained by suction filtration under reduced pressure. The solid white product was rinsed with methanol to obtain white crystals of 2,7-dibromofluorene (W). Yield: 7.210 g (79%). Melting point: 208-210˚C. 1 H NMR (400MHz, DMSO- d 6 ): δ 1.60 (t, 6H, C H 2 ), 2.90 (m, 4H, C H 2 ), 7.65 (m, 2H, Ar H ),7.78(d,2H,Ar H ), 7.86(d, 2H, Ar H ).
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The invention discloses a cyclic N-heterocyclic carbene silver complex as well as a preparation method and application thereof. The preparation method comprises the steps of enabling fluorine, used asa raw material, to react with liquid bromine, and enabling the obtained product (W) to react with bromoethane so as to obtain a product (X); enabling the product (X) to react with imidazole so as toobtain a compound (Y), enabling the compound (Y) to further react with benzyl bromide so as to obtain a product (Z), and enabling the product (Z) to react with silver oxide so as to obtain the cyclicN-heterocyclic carbene silver complex (1). The cyclic N-heterocyclic carbene silver complex (1) is used as the main body, different types of nitrates are taken as the objects, and the main body and objects are separately dissolved in an organic solvent at the temperature of 25 DEG C or below; the main body solution is separately mixed with the different object solutions under a certain concentration, and the fluorescence spectrums of the mixed solutions are measured, so that the objects which can be identified by the main body can be found; titration is carried out on the main body by using the objects which can be identified by the main body and have the different concentrations, so that the fluorescence spectrum is determined. The cyclic N-heterocyclic carbene silver complex prepared bythe method has the advantages of being simple to prepare and obvious in fluorescent and light-sensitive effects, and can be used for making a fluorescent molecular recognition system, thus being expected to be applied to the field of fluorescent chemistry.
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 a nitrogen-heterocyclic carbene metal complex using a bis-imidazolium salt of fluorene as a precursor, more specifically a ring-shaped nitrogen-heterocyclic carbene silver complex and a preparation method thereof, and Study on the Fluorescent Recognition Properties of Cyclic N-heterocyclic Carbene-Silver Complexes. Background technique [0004] N-heterocyclic carbene has gradually become one of the research hotspots in organometallic chemistry, and it has been applied in the fields of organic synthesis, polymer chemistry and catalysis. Although the ...
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IPC IPC(8): C07F1/10C09K11/06G01N21/64
CPCC07B2200/13C07F1/00C09K11/06C09K2211/188G01N21/643
Inventor 柳清湘胡则亮于少聪赵志翔丁悦
Owner TIANJIN NORMAL UNIVERSITY