Abstract | Makrocikličke Schiffove baze jedna su od vrsta markocikličkih molekula koje imaju mogućnost modificiranja čime predstavljaju potencijalne ligande za vezanje različitih metalnih kationa. U ovome radu opisana je sinteza 4 \( N_{2}O_{2} \) - donorne tetradentatne Schiffove baze korištenjem dialdehida i diamina. Redukcija sintetiziranih makrocikala provedena je pomoću NaBH4 redukcijskog sredstva. Rezultat redukcije su kristalne čvrste tvari mDo4R, mDo5R, mDo6R, mDo7R (mDo4R=1,5-diaza-2,4:7,8:15,16- tribenzo-9,14-dioksa-cikloheptadekan, mDo5R = 1,5-diaza-2,4:7,8:16,17-tribenzo-9,15-dioksa-ciklononadekan, mDo6R = 1,5-diaza-2,4:7,8:17,18-tribenzo-9,16-dioksa-ciklononadekan; mDo7R = 1,5-diaza-2,4:7,8:18,19-tribenzo-9,17-dioksa-cikloeikozan) s visokim postotcima iskorištenja. Strukture sintetiziranih spojeva utvrđene su nuklearnom magnetnom rezonancijom (NMR) i IR spektroskopijom (FTIR). Ekstrakcija metalnih kationa provedene je prema poznatoj Pedersonovoj proceduri. Za istraživanje je korišteno 10 metalnih soli pikrata: \( Ni^{2+} \) ,\( Cd^{2+} \) , \( Zn^{2+} \), \( Ag^{+} \) ,\(Co^{2+} \) , \( Hg^{2+} \), \( Cu^{2+} \), \( Fe^{3+} \) , \( Mn^{3+} \) i \( Cr^{3+} \). Istraživanje ekstrakcije metalnih kationa iz vodenog medija pokazala su da pripravljeni spojevi najbolje ekstrahiraju željezove (III), živine (II) i srebrove (I) katione. |
Abstract (english) | Macrocyclic Schiff bases are types of macrocyclic molecules that can be modified to represent potential ligands for binding different types of metals. This paper describes the synthesis of 4 \( N_{2}O_{2} \) - donor tetradentate macrocyclic Schiff bases using dialdehydes and diamines. The reduction of synthesized macrocycles was performed using a NaBH4 as reducing agent. The results of reduction reactions are crystalline solids mDo4R, mDo5R, mDo6R, mDo7R ( mDo4R=1,5-diaza-2,4:7,8:15,16-tribenzo-9, 14-dioxa-cycloheptadecane, mDo5R = 1,5-diaza-2,4:7,8:16,17-tribenzo-9,15-dioxa-cyclooctadecane, mDo6R = 1,5-diaza-2,4:7,8:17,18-tribenzo-9,16-dioxa-cyclononadecane; mDo7R = 1,5-diaza-2,4:7,8:18,19-tribenzo-9,17-dioxa-cycloeicosane) in high yields. The structures of the synthesized compounds were determined by nuclear magnetic resonance (NMR) and IR spectroscopy (FTIR). Extraction of metal cations was carried out according to the well-known Pederson procedure. For this experiment 10 metal picrates were used:\( Ni^{2+} \) ,\( Cd^{2+} \) , \( Zn^{2+} \), \( Ag^{+} \) ,\(Co^{2+} \) , \( Hg^{2+} \), \( Cu^{2+} \), \( Fe^{3+} \) , \( Mn^{3+} \) i \( Cr^{3+} \) . The results of metal cation extraction indicate that best liquid-liquid extraction is achieved for iron (III), mercury (II) and silver (I) cations. |