Synthesis and properties of 4,4′-bis[5-alkyl(aryl)benzoxazol-2-yl]-2-hydroxy(alkoxy)biphenyls

Synthesis of 2-hydroxy(methoxy)-4,4′-biphenyldicarboxylic acids was developed. Based on their reactions with o-aminophenols we prepared for the first time 4,4′-bis[5-alkyl(aryl)benzoxazol-2-yl]-2-hydroxy-(alkoxy)biphenyls, which might be of interest as luminescent dyes. Hydroxy compounds in a salt form possess abnormally high Stokes shift.     

Synthesis and structure of amino esters of menthol

The conditions for the acylation of (–)-menthol with monochloroacetyl chloride have been studied. Amino esters of (–)-menthol have been obtained by the nucleophilic replacement of the chlorine in (–)-menthol monochloroacetate by residues of secondary amines. Their properties and their mass, IR, and¹³C NMR spectra are described.Institute of Physical Organic Chemistry, Academy of Sciences of the Belorussian SSR, Minsk. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 728–733, November–December, 1981.     

Synthesis and fungicidal activity of the quaternary ammonium salts of the 1,3,7-substituted dibenzothiophene-5,5-diones

A series of novel double quaternary ammonium salts based on 5,5-dioxo-5H-dibenzo[b,d]thiophene has been prepared via quaternization of the corresponding 3,7-bis(chloromethyl)dibenzothiophene-5,5-diones with various N,N-dimethylalkylamines. Pronounced fungicidal activity of the C¹-substituted quaternary ammonium salts has been observed.     

Preparative Synthesis of 4,4'-Bis[5-alkyl(aryl)benzoxazol-2-yl]biphenyls

An attempt was made to prepare 4,4'-bis[5-alkyl(aryl)benzoxazol-2-yl]biphenyls by reaction of dimethyl 4,4'-biphenyldicarboxylate with substituted o-aminophenols in a high-boiling solvent in the presence of boric acid.     

New luminescent dyes from the series of 1,3,7-substituted dibenzothiophene-5,5-diones

Preparation method was developed and a series of new linear polyconjugated compounds was obtained with (1,3-benzoxazol-2-yl)ethenyl, (5-oxo-2-phenyl-1,3-oxazolidine)methyl moieties in the positions 3, 7 of dibenzothiophene-5,5-dione frame and with peripheral alkoxy- and alkylamine substituents in the position 1. Compounds obtained possess a strong luminescence in solutions, in the solid state, and exhibit electroluminescent properties.