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Organic metal ruthenium compound crystal rich in boron and preparation method thereof

An organometallic and ruthenium compound technology, applied in the field of preparation of organometallic ruthenium compound crystals, can solve problems such as insufficient boron content, and achieve the effects of increasing boron content, mild reaction conditions and low cost

Inactive Publication Date: 2015-12-02
SHANGRAO NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The object of the present invention is to provide a boron-rich organometallic ruthenium compound crystal, which increases the boron content of the monomolecular compound and solves the problem of insufficient boron content in the prior art

Method used

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  • Organic metal ruthenium compound crystal rich in boron and preparation method thereof
  • Organic metal ruthenium compound crystal rich in boron and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0028] Under the protection of argon, 1,2-dicarbo-closed-dodecaborane (86mg, 0.6mmol) was dissolved in 20mL of anhydrous ether, and n-butyllithium (2.0mol×L -1 Cyclohexane solution) (0.6mL, 1.2mmol), selenium powder (158mg, 2.0mmol), after stirring and dissolving, add dichloro(p-methylisopropylphenyl) ruthenium (II) dimer ( 245mg, 0.4mmol) of tetrahydrofuran solution 40mL, ice-water bath temperature control 0 ° C, after 4 hours of reaction, the solvent was vacuum-dried; 20mL dichloromethane was used to dissolve the product, and HC≡CC(OH)(CH 3 ) 2(33.6mg, 0.4mmol) was added into the above-mentioned reaction flask, and after 22 hours of reaction at 25°C of temperature control, the reaction solution was concentrated to dryness; the target compound (83mg, 28%) was obtained by separation on a 200-300 mesh silica gel column (elution Agent: V (petroleum ether (60-90°C)) / V (dichloromethane)=2:1); the compound is dissolved in a mixed solvent of petroleum ether (60-90°C) and dichlorome...

Embodiment 2

[0030] Under the protection of argon, 1,2-dicarbo-closed-dodecaborane (86mg, 0.6mmol) was dissolved in 20mL of anhydrous ether, and n-butyllithium (2.0mol×L -1 Cyclohexane solution) (0.6mL, 1.2mmol), selenium powder (158mg, 2.0mmol), after stirring and dissolving, add dichloro(p-methylisopropylphenyl) ruthenium (II) dimer ( 245mg, 0.4mmol) of tetrahydrofuran solution 40mL, ice-water bath temperature control 0 ° C, after 4 hours of reaction, the solvent was vacuum-dried; 20mL dichloromethane was used to dissolve the product, and HC≡CC(OH)(CH 3 ) 2 (33.6mg, 0.4mmol) was added into the above-mentioned reaction flask, and after 20 hours of reaction at 30°C of temperature control, the reaction solution was concentrated to dryness; the target compound (77mg, 26%) was obtained by separation on a 200-300 mesh silica gel column (elution Agent: V (petroleum ether (60-90°C)) / V (dichloromethane)=2:1); the compound is dissolved in a mixed solvent of petroleum ether (60-90°C) and dichlorom...

Embodiment 3

[0032] Under the protection of argon, 1,2-dicarbo-closed-dodecaborane (86mg, 0.6mmol) was dissolved in 20mL of anhydrous ether, and n-butyllithium (2.0mol×L -1 Cyclohexane solution) (0.6mL, 1.2mmol), selenium powder (158mg, 2.0mmol), after stirring and dissolving, add dichloro(p-methylisopropylphenyl) ruthenium (II) dimer ( 245mg, 0.4mmol) of tetrahydrofuran solution 40mL, ice-water bath temperature control 0 ° C, after 4 hours of reaction, the solvent was vacuum-dried; 20mL dichloromethane was used to dissolve the product, and HC≡CC(OH)(CH 3 ) 2 (33.6mg, 0.4mmol) was added in the above-mentioned reaction bottle, and after 21 hours of reaction at 28°C of temperature control, the reaction solution was concentrated to dryness; the target compound (77mg, 26%) was obtained by separation on a 200-300 mesh silica gel column (elution Agent: V (petroleum ether (60-90°C)) / V (dichloromethane)=2:1); the compound is dissolved in a mixed solvent of petroleum ether (60-90°C) and dichlorome...

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Abstract

The invention discloses an organic metal ruthenium compound crystal rich in boron and a preparation method thereof. The molecular formula of the organic metal ruthenium compound crystal is C26H58B30ORu3Se6-0.5H2O(1 / 8), and the molecular weight is 1497. The method includes the steps that 1,2-dicarba-closo-dodecaborane, n-butyllithium, selenium powder and di-mu-chlorobis(p-cymene)chlororuthenium (II) are used as starting materials, and after a stirring reaction is completed, a target compound is prepared in the way that solvent is pumped dry first and then HC=CC(OH)(CH3)2 and CH2Cl2 are added. The compound is simple in preparation method, and a new though is provided for synthesizing and developing boron-enriched targeted medicine with good performance.

Description

technical field [0001] The invention belongs to the technical field of organometallic chemistry, and relates to a boron-rich organometallic ruthenium compound crystal, and also relates to a preparation method of the boron-rich organometallic ruthenium compound crystal. Background technique [0002] Due to the unique functionality of 1,2-dicarbo-closed-dodecaborane and the richness of its own coordination chemistry, carborane derivatives are used as model compounds in the study of organometallic catalytic reactions and molecular recognition. , the synthesis of new materials, cancer treatment and other aspects are of great significance. (Such as: YaoZJ, JinGX. Coord.Chem.Rev., 2013, 257, 2522; ZhangJS, LinYJ, JinGX.J.Organomet.Chem., 2009, 694, 2069; LiYG, JiangQB, ZhangXL, etal.Inorg.Chem., 2010, 49 , 3911; HuJR, WenJL, WuDH, et al. Organometallics, 2011, 30 , 298). [0003] The basic principle of boron neutron capture therapy (Boron Neutron Capture Therapy, BNCT) for c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00
Inventor 胡久荣陈伟华
Owner SHANGRAO NORMAL UNIV
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