Abstract [eng] |
This thesis carried out the synthesis of potential photochroms spiro[2H-1-benzopyran-2,2'-[2H]indole] and derivatives of indoline spironaphthopyrane by alkylation 2-methylene-2,3-dihydroindoles. Alkylation of 2-methylene-2,3-dihydroindoles 2-(1-chloroethyl)-4-nitrophenol in acetonitrile resulted in chiral 1',3,3',4-tetrahydrospiro[chromene-2,2'-indole] derivatives. Alkylation of methylene bases with 1-chloromethyl-6-nitronapht-2-ol produced two 1',3,3',4-tetrahydrospiro- and 1',3'-dihydrospiro[benzo[f]chromene-2,2'-indole] derivatives as inseparable mixture. New spiro[2H-1-benzopyran-2,2'-[2H]indole] derivatives have photochromic properties. Irradiating their solutions in acetonitrile with nanosecond laser pulses, causes spiro-C–O bond cleavage and decyclization of hydrogenated pyran ring. In the spectrum of visible lights absorption bands at 440–450 nm occur. |