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Iron carbonyl compound containing protonic nitrogen-phosphorus monodentate ligand and preparation method thereof

A monodentate ligand, protic technology, applied in iron organic compounds, chemical instruments and methods, organic compound/hydride/coordination complex catalysts, etc., can solve the problem of low hydrogen production capacity and achieve excellent catalytic production The effect of hydrogen capacity

Inactive Publication Date: 2017-04-19
ZHONGBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the above technical analysis, the present invention provides a class of proton-containing biodegradants in order to solve the problems of low catalytic hydrogen production ability of natural [iron-iron]-hydrogenase simulants and to better understand the mechanism of natural hydrogenase to efficiently catalyze hydrogen production. Iron carbonyl compound of nitrogen-phosphorus monodentate ligand and preparation method thereof

Method used

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  • Iron carbonyl compound containing protonic nitrogen-phosphorus monodentate ligand and preparation method thereof

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Embodiment 1

[0029] A method for preparing an iron carbonyl compound containing a protic nitrogen-phosphorus monodentate ligand, the chemical structural formula of the target compound 1 is:

[0030]

[0031] The specific preparation steps of method 1 are as follows:

[0032] Under the protection of nitrogen atmosphere, 193 mg (0.5 mmol) [( mu -SCH 2 ) 2 CH 2 ] Fe 2 (CO) 6 , 56 mg (0.5 mmol) Me 3 NO•2H 2 O and 324 mg (0.6 mmol) (Ph 2 P) 2 N(C 6 h 4 Br- p ) was added into a Schlenk bottle with a stirring magnet, injected 15 mL of acetonitrile and stirred to dissolve to obtain a red solution, reacted at room temperature for 1 h, the red solution turned into a black red solution, stopped the reaction, and removed the acetonitrile solvent by rotary evaporation, and used two Extract the concentrate with methyl chloride, use petroleum ether as the developer: dichloromethane (v:v = 2:1) for preparative thin-layer chromatography separation, collect the main red color band, and obtai...

Embodiment 2

[0036] In the preparation method of the iron carbonyl compound (target compound 1) containing protic nitrogen-phosphorus monodentate ligands, the specific preparation steps of the second method are as follows:

[0037] Under the protection of argon atmosphere, 193 mg (0.5 mmol) [( mu -SCH 2 ) 2 CH 2 ]Fe 2 (CO) 6 , 56 mg (0.5 mmol) Me 3 NO•2H 2 O and 214 mg (0.6 mmol) (Ph 2 P)NH(C 6 h 4 Br- p ) was added into a Schlenk bottle with a stirring magnet, injected 15 mL of acetonitrile and stirred to dissolve to obtain a red solution, reacted at room temperature for 0.5h, the red solution turned into a black red solution, stopped the reaction, and the acetonitrile solvent was removed by rotary evaporation, and used Extract the concentrate with dichloromethane, use petroleum ether as the developer: dichloromethane (v:v = 2:1) for preparative thin-layer chromatography separation, collect the main red color band, and obtain a dark red solid which is the target compound 1 (55...

Embodiment 3

[0040] A method for preparing an iron carbonyl compound containing a protic nitrogen-phosphorus monodentate ligand, the chemical structural formula of the target compound 2 is:

[0041]

[0042] The specific preparation steps using method one are basically the same as in Example 1, except that 324 mg (0.6 mmol) (Ph 2 P) 2 N(C 6 h 4 Br- p ) to 312 mg (0.6 mmol) (Ph 2 P) 2 N(C 6 h 4 CO 2 Me- p ), the dark red solid was obtained which was the target compound 2 (yield 31%).

[0043] The structural characterization data of target compound 2 are as follows: FT-IR (KBr disk) ν C≡O / cm -1 : 2041 (vs), 1992 (vs), 1965 (vs), 1948 (w), 1931 (m), 1706 (s); 31 P-NMR (162 MHz, CDCl 3 ,85%H 3 PO 4 ) δ p / ppm: 94.04 (s).

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Abstract

The invention relates to the field of bioinorganic chemistry and energy environment and particularly relates to an iron carbonyl compound containing a protonic nitrogen-phosphorus monodentate ligand and a preparation method thereof. The tail end of an iron atom of a [2Fe2S] butterfly-shaped skeleton in the compound is coordinated with a monophosphorus ligand containing amino protons. According to the ligand of a novel iron carbonyl compound, amino hydrogen protons can easily achieve hydrogen migration in space and are combined with the iron atoms to form a natural [iron-iron] hydrogenase, wherein the natural [iron-iron] hydrogenase is used for efficiently catalyzing a tail end negative hydrogen structure (tHFe) which is used as an extremely important intermediate in a hydrogen production process; nitrogen atoms in the ligand can rapidly capture and combine extraneous protons; therefore, the ligand has potential excellent capability of catalyzing production of hydrogen.

Description

technical field [0001] The invention relates to the fields of biological inorganic and energy environment, in particular to a class of iron carbonyl compounds containing proton nitrogen-phosphorus monodentate ligands and a preparation method thereof. Background technique [0002] Energy and environmental issues are the most pressing problems facing human society today, and finding an environmentally friendly, low-energy, and renewable new energy material has become the most feasible way for scientists to solve this problem. Hydrogen is regarded as "future clean energy" due to its unique high combustion heat, renewability and pollution-free properties. It can not only alleviate and solve the energy crisis caused by the non-renewability of traditional fossil energy, but also It can solve environmental problems such as air pollution and greenhouse effect caused by traditional fuel combustion. See: Liu, X.M.; Ru, X.; Li, Y.; Zhang, K.K.; Chen, D.Y. Int. J. hydrogen energy ,201...

Claims

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Application Information

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IPC IPC(8): C07F15/02B01J31/24
CPCB01J31/24B01J2531/842C07F15/02
Inventor 赵培华荆兴斌马钟义马东
Owner ZHONGBEI UNIV
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