Synthesis and photochemical properties of <i>trans</i>‐2‐(2‐aryl‐ or heteroarylvinyl)‐4,5‐dichloropyridazin‐3(2<i>H</i>)‐ones

in Wiley InterScience (www.interscience.wiley.com).The photophysical behavior of trans-2-styrylpyridazin-3(2H)-ones 3 strongly depend on the number and the position of substituents in the phenyl ring in THF, methylene chloride, acetonitrile and methanol. The absorption spectra of 3 containing the electron-donating substituents at the para-position show the red-shift, whereas the spectra of 3 containing the electron-withdrawing substituents show the blueshift. For the trans-2-(p-substituted-styryl)pyridazin-3(2H)-ones 3b-3h and 3k-3o, the magnitude of the solvatochromic shifts and the shape of the fluorescence spectra depend on the number and/or the position of substituents in benzene ring. The emission maximum of trans-2-styrylpyridazin-3(2H)-ones involving the electron-donating group is larger than one of trans-2-styrylpyridazin-3(2H)-ones involving the electron-withdrawing group in the phenyl ring. The magnitude of the emission maximum is roughly parallel to the relative electron-withdrawing ability of the substituents of the phenyl ring.

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Substituent‐dependence of photophysical properties of trans‐2‐styrylpyridazin‐3(2H)‐ones

Kim

Cho

Lee

et al. 2009

Journal of Heterocyclic Chem

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Reaction of 4,5‐dichloro‐2‐chloromethylpyridazin‐3(2H)‐one with phenols

Kang

Park

Lee

et al. 2009

Journal of Heterocyclic Chem

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in Wiley InterScience (www.interscience.wiley.com).The regiochemistry was investigated for the reaction of 2-chloromethyl-4,5-dichloropyridazin-3(2H)-one (1) with some phenols 2 in the presence of a base in organic solvents. Seven diphenoxy derivatives 5 were synthesized selectively from 1 and phenols 2 under two optimized conditions. The product distributions of these reactions are dependent on the base, the solvent, and/or the substitutes of phenols.

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Synthesis and photochemical properties of trans‐2‐(2‐aryl‐ or heteroarylvinyl)‐4,5‐dichloropyridazin‐3(2H)‐ones

Cited by 2 publications

References 30 publications

Substituent‐dependence of photophysical properties of trans‐2‐styrylpyridazin‐3(2H)‐ones

Substituent‐dependence of photophysical properties of trans‐2‐styrylpyridazin‐3(2H)‐ones

Reaction of 4,5‐dichloro‐2‐chloromethylpyridazin‐3(2H)‐one with phenols

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