Sinteza, struktura i svojstva Šifovih baza izatina

Abstract

U okviru ove disertacije, za proučavanje strukture i svojstava derivata izatina sintetisano je dvadeset i šest supstituisanih 1,3-dihidro-3-arilimino-2H-indol-2-ona. Ispitivani molekuli su sintetisani prema postupcima iz literature i okarakterisani su određivanjem temperature topljenja, UV, FTIR, 1H i 13C NMR spektroskopijom i elementalnom analizom. Apsorpcioni maksimumi proučavanih jedinjenja snimljeni su u 22 rastvarača različite polarnosti u opsegu talasnih dužina od 300 do 600 nm. Odnos E/Z izomera sintetisanih 1,3-dihidro-3-(supstituisanih fenilimino)-2H-indol-2-ona je ispitan primenom eksperimentalne i teorijske metodologije. Teorija funkcionalne gustine zavisna od vremena (TD-DFT, eng. Time Dependant - Density Functional Theory) proračuni su obezbedili teorijske UV spektre za E i Z izomere u dimetil sulfoksidu, etanolu i acetonitrilu, na osnovu kojih je određen položaj max E i Z izomera...

In this thesis, twenty-six substituted 1,3-dihydro-3-arylimino-2H-indol-2-ones have been synthesized in order to study structure and properties of the isatin derivatives. The examined molecules have been synthesized according to literature procedures and characterized by melting point determination, UV, FTIR, 1H and 13C NMR spectroscopy and elemental analysis. Absorption spectra of the studied compounds have been recorded in twenty-two solvents of different polarities in the range from 200 to 600 nm. The ratio of the E/Z isomers of synthesized 1,3-dihydro-3-(substituted phenylimino)-2H-indol-2-one was tested using the experimental and theoretical methodology. Time-dependent density functional (TD-DFT) calculations provided theoretical UV spectra for the E and Z isomers in dimethyl sulfoxide, ethanol and acetonitrile, on the basis of which the position of the max for E and Z isomers was determined...