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Kompleksi nekih prelaznih metala sa Šifovim bazama aminogvanidina

Some transition metal complexes with Schiff bases of aminoguanidine

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2015
Disertacija.pdf (3.979Mb)
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Author
Radanović, Mirjana
Mentor
Vojinović-Ješić, Ljiljana
Committee members
Leovac, Vukadin
Vojinović-Ješić, Ljiljana
Mesaroš-Sečenji, (Mészáros Szécsényi) Katalin
Markov, Siniša
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Abstract
   U ovoj doktorskoj disertaciji opisane su sinteze novih kompleksa prelaznih metala sa piridoksiliden-  (PLAG), odnosno saliciliden-aminogvanidinom (SALAG). Dobijeni kompleksi su okarakterisani elementalnom analizom, IR spektrima, konduktometrijskim i magnetnim merenjima, a većina i rendgenskom strukturnom analizom. Osim toga, dobijene su i nove forme ovih Šifovih baza, i to u vidu monokristala, čime su omogućena ispitivanja njihovih  molekulskih i kristalnih struktura, kao i uporedna analiza sa koordinovanim ligandima.     Sa PLAG je sintetisano 7 novi  kompleksa Cu(II), a pored toga po prvi put su izolovani mono i bis(ligand) kompleksi Fe(III) i Co(III), mono(ligand) kompleksi  V(V), kao  i jedan kompleks Zn(II) u kojem ovaj potencijalno tridentatni  ONN  ligand,  u monoprotonovanoj formi,  ima ulogu kontra-jona. Sa stanovišta geometrije zajedničko za izolovane komplekse Cu(II) i V(V) je da imaju kvadratno-piramidalnu strukturu, sa izuzetkom jednog kvadratno-planarnog kompleksa Cu(I...I), dok je u kompleksima Fe(III) i Co(III) nađeno očekivano oktaedarsko okruženje centralnog jona. Pored ovih, sintetisano je i pet novih kompleksa sa SALAG, od kojih su dva kompleksa Cu(II) i kompleks V(V) okarakterisani rendgenskom strukturnom analizom, dok je mikrokristalnim bis(ligand) kompleksima Co(III) i Ni(III) na osnovu fizičko-hemijskih karakteristika predložena odgovarajuća struktura.    Zajedničko za obe opisane Šifove baze je da se koordinuju na  ONN  tridentatni način, i to preko atoma kiseonika deprotonovane fenolne grupe i atoma azota azometinske i imino grupe AG fragmeta. Posebno je naglašeno da su  sa PLAG izolovana dva dimerna kompleksa Cu(II) u kojima je po prvi put nađena tetradentatna koordinacija ovog  liganda, u koju je dodatno uključen atom kiseonika hidroksimetil-grupe PL-ostatka. Za razliku od SALAG, koji je u izolovanim kompleksima koordinovan isključivo kao monoanjon, nastao deprotonacijom fenolne OH-grupe, za PLAG je osim ove, potvđena koordinacija u neutralnoj, zwitter-jonskoj, ali i dvostruko deprotonovanoj formi. Zwitter-jonska forma liganda nastaje migracijom atoma vodonika sa fenolnog hidroksila na piridinski atom azota PL-ostatka, dok deprotonacijom piridinskog ili hidrazinskog atoma azota, odnosno oba pomenuta atoma nastaju monoanjon i dianjon helatnog liganda, respektivno.    Na kraju, urađena su  i ispitivanja antimikrobne aktivnosti odabranih jedinjenja prema predstavnicima grampozitivnih i gramnegativnih bakterija, kao i dve kulture kvasca. Tom prilikom nije utvrđena nikakva inhibitorna aktivnost   prema primenjenim bakterijskim sojevima, dok su u slučaju kvasaca izvesno mikrobicidno dejstvo pokazali samo kompleksi Cu(II).

This PhD thesis describes the syntheses of some new transition metal complexes with  pyridoxilidene-  (PLAG) and salicylideneaminoguanidine (SALAG). Obtained  complexes are characterized by   elemental analysis, IR  spectroscopy,  conductometric and magnetic measurements. Besides, the structural analysis of majority of the obtained complexes was performed. Some new forms of these Schiff  bases are synthesized in form of single crystals, which made their X-ray analysis as well as comparison with coordinated forms possible. With PLAG, 7 new Cu(II) complexes were obtained and for the first time mono and bis(ligand) complexes of Fe(III) and Co(III) as well  mono(ligand)  complexes  of V(V) were isolated. Furthermore,  the structure of Zn(II) complex in which PLAG in its monocationic form has a role of counter ion is presented. With the exception of one Cu(II) complex, all reported Cu(II) and V(V) complexes have a square-pyramidal geometry, whilst  Fe(III)  and Co(III)  are situated in octa...hedral surroundings. Also, five new complexes of Cu(II), Co(III), Ni(II) and V(V) with SALAG were synthesized. In both  Cu(II) complexes and V(V) complex the expected coordination mode and geometry were confirmed by X-ray analysis, while octahedral structure of bis(ligand) complexes with Co(III) and Ni(II) was proposed based on results of physico-chemical  characterization. Both PLAG and SALAG coordinate the metal ion in tridentate  ONN  manner, through the oxygen atom of deprotonated phenolic group and nitrogen atoms  of azomethine and imino groups of AG moiety. It is also emphasized that in two dimeric Cu(II) complexes with PLAG tetradentate coordination mode was found, in which the oxygen atom of hydroxymethyl group of PL residue was additionally involved. Unlike SALAG, which is coordinated as monoanion in all of the examined complexes, PLAG can have one of three degrees of deprotonation. Zwitter-ion of PLAG is formed by migration of H-atom from phenolic oxygen to pyridine nitrogen, while the deprotonation of pyridine or/and hydrazine nitrogen, makes it mono-and dianion, respectively. Also, microbiological tests on the selected compounds were preformed. Namely, antimicrobial activity of these compounds against some gram-positive and gram-negative bacteria, as well as some yeast cultures was examined and none of the samples showed antimicrobial activity against bacteria, whilst only Cu(II) complexes showed certain inhibitory effect against yeasts.

Faculty:
University of Novi Sad, Faculty of Science
Date:
29-10-2015
Projects:
  • Design, synthesis, characterization and assessment of practical applications of coordination and organometallic compounds (RS-172014)
Keywords:
bakar(II) / copper(II) / gvožđe(III) / kobalt(III) / vanadijum(V) / cink(II) / sinteza kompleksa / piridoksilidenaminogvandin / salicilidenaminogvanidinfizičko-hemijska karakterizacija / rendgenska strukturna analiza / mikrobiološka aktivnost. / iron(III) / cobalt(III) / vanadium(V) / zinc(II) / complex synthesis / pyridoxilideneaminoguanidine / salicylideneaminoguanidine / physico-chemical characterization / X-ray analysis / microbiological activity
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http://www.cris.uns.ac.rs/DownloadFileServlet/Disertacija144707889636317.pdf?controlNumber=(BISIS)95548&fileName=144707889636317.pdf&id=4571&source=NaRDuS&language=sr
http://nardus.mpn.gov.rs/handle/123456789/1659
http://www.cris.uns.ac.rs/record.jsf?recordId=95548&source=NaRDuS&language=sr
http://www.cris.uns.ac.rs/DownloadFileServlet/IzvestajKomisije144076087688456.pdf?controlNumber=(BISIS)95548&fileName=144076087688456.pdf&id=4220&source=NaRDuS&language=sr

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