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A kind of 1-(4-pyridyl)-4-(4'-pyridylvinyl)benzene and its preparation method and application

A pyridyl vinyl, pyridyl technology, applied in the direction of zinc organic compounds, organic chemistry, etc., can solve the problem that bipyridine ligands are rarely studied.

Inactive Publication Date: 2017-12-12
HUAIBEI NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, bispyridine ligands with more conjugated groups and longer size have been rarely studied.

Method used

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  • A kind of 1-(4-pyridyl)-4-(4'-pyridylvinyl)benzene and its preparation method and application
  • A kind of 1-(4-pyridyl)-4-(4'-pyridylvinyl)benzene and its preparation method and application
  • A kind of 1-(4-pyridyl)-4-(4'-pyridylvinyl)benzene and its preparation method and application

Examples

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Embodiment Construction

[0019] Non-limiting examples are described as follows:

[0020] p-Bromoiodobenzene, 4-vinylpyridine, palladium chloride, hydrazine hydrate, 4-pyridineboronic acid, cesium carbonate, and tetrakis(triphenylphosphine)palladium were all purchased from Shanghai Bailingwei Chemical Technology Co., Ltd., and 200-300 mesh silica gel was purchased from Purchased from Qingdao Ocean Chemical Plant, ethyl acetate, petroleum ether, N,N′-dimethylformamide and triethylamine were purchased from Sinopharm Chemical Reagent Co., Ltd.

[0021] 1. Preparation of divalent palladium catalyst

[0022] 0.18 g (100 mmol) of palladium chloride and 5 mL of 50% hydrazine hydrate were mixed and stirred for about 2 hours, filtered to obtain a gray solid, which was sealed and stored after vacuum drying.

[0023] 2. Preparation of Intermediates

[0024] Dissolve 5.66g (20mmol) of p-bromoiodobenzene in 25mL of N,N'-dimethylformamide, then add 35mg of divalent palladium catalyst, 2.52g (24mmol) of 4-vinylpyri...

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Abstract

1-(4-pyridyl)-4-(4'-pyridyl vinyl) benzene is a compound which is prepared from 1-potential of a benzene ring, 4-potential of a pyridine group connected with 1-potential of the benzene ring, 4-potential of the benzene ring and vinyl of a 4-pyridyl vinyl group connected with 4-potential of the benzene ring. A preparation method includes the steps that first, 1-bromo-4-iodobenzene and 4-vinyl pyridine generate an intermediate which is 1-(4-pyridyl)-2-(4-bromophenyl) ethylene through a Heck reaction; then, the intermediate and 4-pyridine boric acid generate a target product which is 1-(4-pyridyl)-4-(4'-pyridyl vinyl) benzene through a Suzuki reaction. The preparation method is simple in technology, mild in reaction condition and high in yield. The 1-(4-pyridyl)-4-(4'-pyridyl vinyl) benzene compound serves as an electron donor to be applied to preparation of coordination compounds.

Description

1. Technical field [0001] The present invention relates to a preparation method and application of fine chemicals, in particular to a preparation method and application of an asymmetric conjugated bispyridine compound, specifically a 1-(4-pyridyl)-4-(4 '-pyridylvinyl) benzene preparation and use. 2. Background technology [0002] Conjugated compounds are widely used in industrial production and daily life due to their good optical properties. In addition, the rigid bipyridine compound with a long size has strong coordination ability and the molecules are not easy to bend, so it is an excellent ligand for the preparation of porous complexes with adsorption and separation properties. In recent years, commercial rigid bispyridine ligands such as 4,4′-bipyridine and 1,2-bis(4-pyridyl)ethylene have played a huge role in the synthesis and application of functional complexes. However, bispyridine ligands with more conjugated groups and longer size are rarely studied. Therefore, ...

Claims

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Application Information

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IPC IPC(8): C07D213/06C07D213/127C07F3/06
CPCC07D213/06C07D213/127C07F3/06
Inventor 刘东葛宇王滔李妮娅刘理华陈敬敏侯艺璇
Owner HUAIBEI NORMAL UNIVERSITY
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