Azatrimethylene hydrogenase model substance and preparation method thereof
A technology for model substances and hydrogenase activity, which is applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, iron-organic compounds, etc., can solve the problems of difficult preparation and low catalytic hydrogen desorption performance, and achieve The synthesis method is simple, the condition is mild, and the effect of high yield
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Embodiment 1
[0034] A method for synthesizing the model substance 1 of the active center of azapropylene [iron-iron] hydrogenase containing a phosphine ligand, the chemical formula of the model substance 1 is Fe 2 [(μ-SCH 2 ) 2 NC 6 h 4 -4-I] (CO) 5 [P(C 6 h 4 -4-CH 3 ) 3], its chemical synthesis process is as follows:
[0035]
[0036] Concrete synthetic steps are as follows:
[0037] Under the protection condition of inert gas, add 344mg Fe in the flask equipped with stirring magnet 2 S 2 (CO) 6 (1mmol) and 15mL of tetrahydrofuran solvent to obtain a dark red solution, the resulting solution was cooled to -78°C with a liquid nitrogen bath, and 2mL of lithium triethylborohydride (1M in THF) solution was slowly added under stirring conditions and reacted for 15min Afterwards, add 0.16mL trifluoroacetic acid (2mmol), after continuing to react for 15min, add 304mg of P(C 6 h 4 -4-CH 3 ) 3 (1.0mmol), stirred at room temperature for 3h and then added 630mg I-4-C 6 h 4 N(CH...
Embodiment 2
[0042] A method for synthesizing an aziridine class [iron-iron] hydrogenase active center model substance 2 containing a monophosphine ligand, the chemical formula of the model substance 2 being Fe 2 [(μ-SCH 2 ) 2 NC 6 h 4 -4-I] (CO) 5 [P(C 6 h 4 -4-F) 3 ], its chemical synthesis process is as follows:
[0043]
[0044] Concrete synthetic steps are as follows:
[0045] Under the protection condition of inert gas, add 344mg Fe in the flask equipped with stirring magnet 2 S 2 (CO) 6 (1mmol) and 30mL of tetrahydrofuran solvent to obtain a dark red solution, the resulting solution was cooled to -78°C with a liquid nitrogen bath, and 2.1mL lithium triethylborohydride (1M in THF) solution was slowly added under stirring conditions, and the reaction After 15min, 0.2mL trifluoroacetic acid (2.5mmol) was added, and after continuing the reaction for 15min, 348mg of P(C 6 h 4 -4-F) 3 (1.1mmol), stirred at room temperature for 3h and then added 788mg I-4-C 6 h 4 N(CH 2...
Embodiment 3
[0049] A method for synthesizing the model object 3 of the active center of aziridine class [iron iron] hydrogenase containing monophosphine ligand, the chemical formula of the model object 3 is Fe 2 [(μ-SCH 2 ) 2 NC 6 h 4 -4-I] (CO) 5 [P(C 6 h 4 -3-Me) 3 ], its chemical synthesis process is as follows:
[0050]
[0051] Concrete synthetic steps are as follows:
[0052] Under the protection condition of inert gas, add 344mg Fe in the flask equipped with stirring magnet 2 S 2 (CO) 6 (1mmol) and 20mL of tetrahydrofuran solvent to obtain a deep red solution, the resulting solution was cooled to -78°C with a liquid nitrogen bath, and 2mL of lithium triethylborohydride (1M in THF) solution was slowly added under stirring conditions, and reacted for 15min After that, add 0.18mL trifluoroacetic acid (2.2mmol), after continuing to react for 15min, add 304mg of P(C 6 h 4 -3-CH 3 ) 3 (1.0mmol), stirred at room temperature for 3h and then added 630mg I-4-C 6 h 4 N(CH ...
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