Six kinds of compound of polysubstituted pyridinium and preparation method

A pyridinium salt compound, pyridinium salt technology, applied in chemical instruments and methods, organic chemistry, metallocene and other directions

Inactive Publication Date: 2005-11-16
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, the research on the nonlinear absorption of pyridinium salt molecular system, especially the saturated absorption and anti-saturated absorption is limited to the one-dimensional pyridinium salt molecule with 4-position monosubstituted on the pyridine ring.

Method used

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  • Six kinds of compound of polysubstituted pyridinium and preparation method
  • Six kinds of compound of polysubstituted pyridinium and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Embodiment 1: Preparation of iodide N-methyl-2,4,6-tris[(E)-2-(4-ferrocenylphenyl)vinyl]pyridinium salt

[0015] With 13.2 parts by weight of iodide N-methyl-2,4,6-collidine salt, 87 parts by weight of p-4-ferrocenyl benzaldehyde are dissolved in 237 parts by weight of methanol and 148 parts by weight of tris In a mixed solvent of methyl chloride, stir, heat up to 80° C., reflux for 8 hours, slowly cool, and precipitate a solid, silica gel column chromatography, the eluent is dichloromethane:methanol (volume ratio)=50:1, and 22.1 parts are obtained The corresponding trisubstituted pyridinium iodide N-methyl-2,4,6-tris[(E)-2-(4-ferrocenylphenyl)vinyl]pyridinium salt yielded 41%.

Embodiment 2

[0016] Example 2: Preparation of N-methyl-2,6-bis[(E)-2-(4-ferrocenylphenyl)vinyl]pyridinium iodide

[0017] 12.5 parts by weight of iodide N-methyl-2,6-lutidine salt, 43.5 parts by weight of p-4-ferrocenyl benzaldehyde were dissolved in 158 parts by weight of methanol, stirred, refluxed for 4 hours, slowly Cooling, solid is separated out, the solid that is separated out is recrystallized twice in methanol, each time with the methyl alcohol of 474 parts by weight, obtains the corresponding disubstituted pyridinium iodide N-methyl-2 of 29.4 parts by weight, 6-bis[ (E)-2-(4-ferrocenylphenyl)vinyl]pyridinium salt, yield 74%.

Embodiment 3

[0018] Example 3: Preparation of iodide N-methyl-2,4,6-tris[(1E,3E)-4-ferrocenyl-1,3-butadienyl]pyridinium salt

[0019] 13.2 parts by weight of N-methyl-2,4,6-collidine iodide, 72.0 parts by weight of ferrocene acrolein are dissolved in a mixture of 237 parts by weight of methanol and 148 parts by weight of chloroform In solvent, stirred, reacted at room temperature for 48 hours, precipitated solid, the precipitated solid was subjected to silica gel column chromatography, and the eluent was dichloromethane:methanol (volume ratio)=50:1 to obtain 15.8 parts by weight of the corresponding trisubstituted Pyridinium iodide N-methyl-2,4,6-tris[(1E,3E)-4-ferrocenyl-1,3-butadienyl]pyridinium salt with a yield of 34%.

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Abstract

A series of 6 multisubstituted pyridine salts are disclosed, which are iodized N-methyl-2,4,6-tri[(CE)-2-(4-ferrocenylphenyl)vinyl] pyridine salt, iodized N-methyl-2,6-bis[(E)-2-(4-ferrocenylhenyl) vinyl] pyridine salt, iodized N-methyl-2,4,6-tri[(1E,3E)-4-ferrocenyl- 1,3-butadienyl] pyridine salt, iodized N-methyl-2,6-bis[(1E,3E) -4-ferrocenyl-1,3-butadienyl] pyridine salt, iodized N-methyl-2,4,6-tri[(1E,3E)-4-chloro-4-ferrocenyl-1,3-butadienyl] pyridine salt, and iodized N-methyl-2,6-bis[(1E,3E)-4-chloro-4-ferrocenyl-1,3-butadienyl] pyridine salt. Their preparing process are also disclosed.

Description

technical field [0001] The present invention relates to six new compounds of multi-substituted pyridinium salts, iodide N-methyl-2,4,6-tris[(E)-2-(4-ferrocenylphenyl)vinyl]pyridinium salts, iodine N-methyl-2,6-bis[(E)-2-(4-ferrocenylphenyl)vinyl]pyridinium salt, N-methyl-2,4,6-tri[( 1E,3E)-4-ferrocenyl-1,3-butadienyl]pyridinium salt, N-methyl iodide-2,6-bis[(1E,3E)-4-ferrocenyl- 1,3-butadienyl]pyridinium salt, N-methyl-2,4,6-tris[(1E,3E)-4-chloro-4-ferrocenyl-1,3-butanediiodide Alkenyl]pyridinium salt, N-methyl-2,6-bis[(1E,3E)-4-chloro-4-ferrocenyl-1,3-butadienyl]pyridinium iodide and its preparation Methods, belonging to new organic compounds and their preparation [0002] technology field. Background technique [0003] Pyridinium salt derivatives have excellent nonlinear optical properties, and have abundant assembly forms at the macroscopic level, and are easy to be deviceized and practical. Therefore, this system has shown great application pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/02
Inventor 汤杰温孟嬴连小春孙真荣杨帆
Owner EAST CHINA NORMAL UNIV
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