Electronic and spectral properties of phosphonium ylides-betaines, derivatives of 2 oxazoline-5-one with conjugated and non-conjugated substituents

Abstract

The spectral and quantum-chemical studies of phosphonium ylides derivatives of 2-oxazoline-5-one with both conjugated and nonconjugated substituents were performed. It was found that considerable positive charge is located at phosphorus atom, whereas the substantial negative charge is fixed at sulphur atom. It has been found from the calculations and 13 C NMR spectral data that introducing of the non-conjugated and conjugated substituents in the position 2 of the oxazole cycle in thiaphosphonium ylides causes only small change in the molecular equilibrium geometry and in charge distribution in oxazole moiety, whereas spectral characteristics of substituted derivatives are very sensitive to the nature of the lowest electron transitions which reflects in changes of their absorption maxima. * Corresponding AuthorFax: +38044-573-25-52 E-Mail: brovarets@bpci.kiev.ua [a]

1,3-Oxazol-4-ylphosphonium salts as new non-peptide inhibitors of furin

“…To a solution of 1-(2,4-dichlorobenzoylamino)-2,2dichloro-ethenyltriphenyl-phosphonium chloride (0.01 mol) [39] in 40 ml of methanol, a solution of dimethylamine (0.035 mol) in 50 ml methanol was added. The mixture was kept at 20-25 °С for 24 h, and then 10 ml of a saturated aqueous solution of sodium perchlorate was added.…”

“…[2-R-4-(Triphenylphosphonium)-1,3-oxazol-5-yl] sulfanides 1-5 were synthesized according to the known method [39] from the starting N-(1,2,2,2tetrachloroethyl)amides a. These compounds were converted into phosphonium chlorides b by reaction with triphenylphosphine running in benzene by heating to 70-80 °C.…”