Priprava amidinov propionitrila in benzonitrila

Stariha, Andraž (author), Modec, Barbara (mentor)

V diplomskem delu so opisane reakcije cinkovega(II) kinaldinata s pirolidinom in dvema nitriloma, propionitrilom ali benzonitrilom. V ugodnih pogojih amin reagira z nitrilom do amidina. Reakcije so bile narejene v avtoklavu pri 105 °C, pri pogojih refluksa ali na sobni temperaturi. Iz reakcijskega sistema s pirolidinom in propionitrilom smo izolirali: kompleksa z aminom, [Zn(quin)2(pyro)] in [Zn(quin)2(pyro)2], ter ionsko spojino s protoniranim amidinom, pyroPrAmH[Zn(quin)3]. Iz reakcijskega sistema s pirolidinom in benzonitrilom smo izolirali: kompleks z amidinom [Zn(quin)2(pyroPhAm)], ionsko spojino s protoniranim amidinom pyroPhAmH[Zn(quin)3] in spojino, ki vsebuje tako kompleks z amidinom kot ionsko spojino, pyroPhAmH[Zn(quin)3]∙[Zn(quin)2(pyroPhAm)]. Produkti nekaterih reakcij še niso identificirani.

• Language: Slovenian
• Keywords: pirolidin, nitril, amidin, cink(II), koordinacijske spojine
• Work type: Bachelor thesis/paper
• Typology: 2.11 - Undergraduate Thesis
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Year: 2021
• PID: 20.500.12556/RUL-129973
• COBISS.SI-ID: 82723843
• Publication date in RUL: 09.09.2021

Secondary language

• Language: English
• Title: Preparation of propinonitrile and benzonitrile amidines

Abstract

The diploma work describes the reactions of zinc(II) quinaldinate with pyrrolidine and nitriles, propionitrile or benzonitrile. Under favourable conditions amine reacts with nitrile to amidine. The reactions were carried out in the autoclave at 105 °C, under reflux or at ambient conditions. The reaction system with pyrrolidine and propionitrile afforded: complexes with amine, [Zn(quin)2(pyro)] and [Zn(quin)2(pyro)2], and ionic compound with protonated amidine, pyroPrAmH[Zn(quin)3]. The reaction system with pyrrolidine and benzonitrile afforded: amidine complex, [Zn(quin)2(pyroPhAm)], ionic compound with protonated amidine, pyroPhAmH[Zn(quin)3], and the compound that contains both the amidine complex and [Zn(quin)3]– complex, pyroPhAmH[Zn(quin)3]∙[Zn(quin)2(pyroPhAm)]. Products of some reactions are yet to be characterized.

• Keywords: pyrrolidine, nitrile, amidine, zinc(II), coordination compounds