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Water-soluble titanocene complex and synthesis method thereof

A synthesis method and complex technology, applied in organic chemistry methods, chemical instruments and methods, metallocenes, etc., can solve the problems of expensive raw materials, complicated preparation process, limited development and application, etc., and achieve easy post-processing and simple synthesis steps Ease of operation and high productivity

Inactive Publication Date: 2015-01-07
SHAANXI NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to its complex preparation process and expensive raw materials, it is very sensitive to water, such as through the anion NO 3 - , SO 4 2- , ClO 4 - 、CF 3 SO 3 - 、Cr 2 o 7 - Stable titanocene complexes [Cp 2 Ti(H 2 O) 2 ] 2+ Can not get rid of the use of corresponding expensive silver salts in the preparation process, and can only be crystallized in organic solvents, thus limiting its development and application

Method used

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  • Water-soluble titanocene complex and synthesis method thereof
  • Water-soluble titanocene complex and synthesis method thereof
  • Water-soluble titanocene complex and synthesis method thereof

Examples

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Embodiment 1

[0015] 0.25g (1.0mmol) titanocene dichloride and 0.24g (2.0mmol) benzoic acid were dissolved in 30mL chloroform, 0.51g (2.0mmol) 5-sulfosalicylic acid was dissolved in 15mL distilled water, and then the two The two solutions were mixed, stirred at room temperature for 2 hours, and the aqueous phase was separated with a separatory funnel, concentrated under reduced pressure to 5 mL, and crystallized to obtain 0.64 g of an orange-yellow water-soluble titanocene complex with a yield of 81%. The X-ray single crystal structure of the complex is shown in figure 1 As shown, the unit cell packing structure diagram is shown in figure 2 As shown, it belongs to the monoclinic crystal system, P2 1 / c space group, unit cell parameter a is 6.9743(2) b is 19.9147(4) c is 21.8983(5) V is 3017.54(13) α is 90°, β is 97.134(2)°, γ is 90°, Z=4, Ti1-O1=2.057(5), Ti1-O2=2.003(5), S1-O8=1.450(3), S1 -O11=1.452(4), S1-O12=1.454(3), S1-O16=1.450(4), S1-O17=1.411(5), S1-O18=1.378(5), O2-Ti1-...

Embodiment 2

[0017] Dissolve 0.25g (1.0mmol) titanocene dichloride and 0.33g (2.0mmol) phthalic acid in 30mL chloroform, dissolve 0.51g (2.0mmol) 5-sulfosalicylic acid in 15mL distilled water, and then The two solutions were mixed, stirred at room temperature for 2 hours, the water phase was separated with a separatory funnel, the water phase was concentrated under reduced pressure to 5 mL, and crystallized to obtain 0.61 g of an orange water-soluble titanocene complex with a yield of 77%.

Embodiment 3

[0019] Dissolve 0.25g (1.0mmol) titanocene dichloride and 0.67g (4.0mmol) 2-naphthoic acid in 30mL 1,2-dichloroethane, and dissolve 0.51g (2.0mmol) 5-sulfosalicylic acid Dissolve in 15 mL of distilled water, then mix the two solutions, stir at room temperature for 2 hours, separate the water phase with a separatory funnel, concentrate the water phase to 5 mL under reduced pressure, and crystallize to obtain 0.58 g of an orange-yellow water-soluble titanocene complex. The rate is 73%.

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Abstract

The invention discloses a water-soluble titanocene complex and a synthesis method thereof. The structural formula of the complex is as shown in the specification; and the water-soluble titanocene complex is prepared from titanocene dichloride and 5-sulfosalicylic acid in a mixed system of an organic phase and a water phase at room temperature in the presence of an aromatic carboxylic acid serving as a template catalyst. The complex disclosed by the invention is stable to air and soluble in water; the synthesis method of the water-soluble titanocene complex has the advantages that the used raw materials are cheap and easily available, synthesis steps are simple and feasible; and the post-treatment of the water-soluble titanocene complex is easy, yield is high, and gram-scale preparation of the complex can be realized. The complex disclosed by the invention can be used as a double-acid synergic catalyst or a water-soluble anti-cancer drug.

Description

technical field [0001] The invention relates to a water-soluble titanocene complex and a synthesis method thereof. Background technique [0002] Water-soluble organometallic complexes are widely used in catalysis, materials, medicine and other fields. Especially titanocene complexes [Cp 2 Ti(H 2 O) 2 ] 2+ Stable to air and water, it is favored for its high activity in organic catalysis. However, due to its complex preparation process and expensive raw materials, it is very sensitive to water, such as through the anion NO 3 - , SO 4 2- , ClO 4 - 、CF 3 SO 3 - 、Cr 2 o 7 - Stable titanocene complexes [Cp 2 Ti(H 2 O) 2 ] 2+ In the preparation process, it cannot get rid of the use of corresponding expensive silver salts, and at the same time, it can only be crystallized in organic solvents, thus limiting its development and application. Contents of the invention [0003] The technical problem to be solved by the present invention is to overcome the shortcomi...

Claims

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Application Information

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IPC IPC(8): C07F17/00
CPCC07B2200/13C07F17/00
Inventor 高子伟吴亚王秀陈纯张伟强罗艳龙
Owner SHAANXI NORMAL UNIV
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