Hydrazonové deriváty ferrocenu jako prekurzory pro syntézu diazafosfolů

Bc. Pavel Kozáček

Master's thesis

Hydrazone derivatives of ferrocene as starting compounds for the synthesis of diazaphospholes

Abstract:

Byla zkoumana reaktivita hydrazonovych derivat. ferrocenu v..i chloridu fosforitemu s cilem p.ipravit diazafosfol substituovany skupinou obsahujici navazany ferrocen. Uvodni .ast p.edstavuje literarni re.er.i na dane tema, experimentalni .ast popisuje provedene syntezy a charakterizaci p.ipravenych slou.enin. Bylo zji.t.no, .e hydrazonove derivaty ferrocenu vykazuji sni.enou reaktivitu p.i reakci s chloridem fosforitym, co. je zp.sobeno elektrondonorovym vlivem ferrocenu, ktery sni.uje kyselost vodik. vazanych na ?ż-uhlik. Tato skute.nost nep.izniv. ovliv.uje vznik heterocyklu, substituovaneho ferrocenem. Jeho p.iprava je mo.na, je-li ferrocen odd.len od diazafosfoloveho cyklu vhodnou m.stkovou skupinou.

Abstract:

The reactivity of hydrazone derivatives of ferrocene toward phosphorus(III) chloride has been examined in order to prepare diazaphosphole substituted with ferrocenyl group. Introduction part deals with literature review on this topic whereas experimental section describes the synthesis and characterization of prepared compounds. It has been found that hydrazone derivatives of ferrocene exhibit decreased reactivity toward phosphorus(III) chloride caused by electron influence of ferrocene which suppresses acidity of hydrogens bonded to á-carbon. This has an unfavourable effect on the formation of desired ferrocenesubstituted heterocycle. However, the synthesis of these compounds is possible when the ferrocene moiety is separated from heterocycle by suitable bridging group.

Keywords

ferrocen, hydrazon, diazafosfol, azin

Language used: Czech

Date on which the thesis was submitted / produced: 11. 5. 2018

Accessible from:: 31. 12. 2999

Thesis defence

• Supervisor: doc. Ing. Milan Erben, Ph.D.

University of Pardubice

Faculty of Chemical Technology

Master programme / field:
Chemistry / Inorganic ane Bioinorganic Chemistry