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Cryptand and preparation method thereof

A kind of technology of cryptane and its preparation process, which is applied in the field of cryptand and its preparation, and can solve the problems of difficult adjustment and less number of rings, etc.

Inactive Publication Date: 2017-05-31
XINXIANG UNIV
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  • Abstract
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Problems solved by technology

This kind of ligand generally uses O atom as the coordination point, and the number of rings formed is small, so it is not easy to adjust

Method used

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  • Cryptand and preparation method thereof
  • Cryptand and preparation method thereof

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Embodiment

[0021] 1 Preparation and characterization of [2+4]N heterocyclic cryptate complexes using 1,4-dibromobutane as raw material

[0022] Dissolve 4.1g (0.025mol) of A (R is methyl) in DMF, add 6.9g (0.05mol) of potassium carbonate under heating conditions (control the temperature between 40-50°C), stir for 2h, and add dropwise 5.4 g (0.025 mol) of 1,4-dibromobutane was reacted for 4 hours, and DMF was removed by rotary evaporation to obtain a white solid, which was recrystallized with methanol and washed repeatedly with water to obtain product B. Yield 50%.

[0023] The obtained 6.7g (0.025mol) of product B was dissolved in methanol, and 6.1g (0.05mol) of 3-aminopropyl-1,3-propanediamine was added under reflux conditions, and after reflux for 5 hours, a yellow solution. After cooling and filtering, slowly add 7.6g (0.2mol) sodium borohydride in small batches, and stir at room temperature for 4-5 hours until the solution is colorless. Product C was obtained by evaporating methan...

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Abstract

The invention relates to a [2+4]N heterocyclic cryptand and a preparation method thereof, for a example, reactant dibromobutane. The compound has the advantages that the synthesis method is simple, coordination sites are multiple, the cavity size is adjustable, and the like; and the compound has higher potential application values in the aspects of complex synthesis and molecule recognition. The invention relates to preparation of [2+4]N heterocyclic cryptand and can extend to preparation of related derivatives of the [2+4]N heterocyclic cryptand. The preparation method comprises the following three steps: by taking 1,4-dibromobutane as a raw material, carrying out alkyl substitution reaction, synthesis of Schiff base, and reduction by using a simple and economic method through rotary evaporation, recrystallization and other technologies, so as to prepare pure [2+4]N heterocyclic cryptand. The excellent coordination capacity of the N heterocyclic cryptand is primarily determined, therefore, the [2+4]N heterocyclic cryptand has higher potential application values in the aspect of molecule or ion recognition.

Description

technical field [0001] The invention relates to cryptin technology, in particular to a cryptin and a preparation method thereof. Background technique [0002] In 1967, Charles Pedersen (Charles Pedersen) accidentally synthesized crown ethers and discovered their properties of complexing alkali metal ions. Since then, these macrocyclic molecules have attracted widespread attention because of their exquisite structures and applications in molecular recognition. As a derivative of crown ether, the name "cryptate" was first proposed by Jean-Marie Lehn in France to describe a class of three-bridge crown ether molecules with cavernous cavities. The original purpose of preparing it was through encapsulation to better complex metal cations. Due to the uniqueness of cryptand ligands, it has brought opportunities for synthetic chemists. In recent years, there have been more and more studies on cryptand ligands. With the deepening and unremitting efforts of organic chemists, the types...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D498/18
CPCC07D498/18
Inventor 张来苹李丽王辉苏天鹅
Owner XINXIANG UNIV
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