Amidine compounds as products of a piperidine reaction with acetonitrile in the presence of zinc(II) precursors

Podjed, Nina (author), Modec, Barbara (author)

The influence of the zinc(II) starting material in the nucleophilic addition of piperidine (abbreviated as pipe) to acetonitrile to form amidine, piperidinoacetamidine (pipeam), was assessed. Thus, zinc(II) oxide, zinc(II) chloride or zinc(II) acetate were reacted with picolinic acid or pyrazinoic acid, piperidine and acetonitrile. The acid was used as a source of an N,O-donor ligand. The reactions with picolinic acid (picH) gave pipeamH[Zn(pic)$_3$]·0.5H$_2$O (1), an amidinium salt of a homoleptic complex [Zn(pic)$_3$]$^–$. The same product was obtained when [Zn(pic)(picH)Cl], an already known picolinate complex, was reacted under similar conditions. The chloride-containing mixtures produced another amidine compound, (pipeamH)Cl. The reactions with pyrazinoic acid (pyrazH) gave pipeamH[Zn(pyraz)$_3$] (3), the amidinium salt of a homoleptic complex [Zn(pyraz)$_3$]$^–$. The acetate-containing mixture yielded acetamidinium acetate. The latter product indicates the presence of ammonia in the reaction. Notably, no amidine species was isolated when the coordinatively saturated pyrazinoate complex, [Zn(pyraz)$_2$]$_n$ (2), was reacted with piperidine and acetonitrile. A detailed structural characterization of the new compounds and a discussion of their formation are presented.

• Language: English
• Keywords: coordination compounds, zinc(II), picolinic acid, pyrazinoic acid, amidine, crystal structure
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2023
• Number of pages: 8 str.
• Numbering: Vol. 1284, art. 135457
• PID: 20.500.12556/RUL-145901
• UDC: 546.47:547.82
• ISSN on article: 0022-2860
• DOI: 10.1016/j.molstruc.2023.135457
• COBISS.SI-ID: 147747843
• Publication date in RUL: 17.05.2023

Record is a part of a journal

• Title: Journal of molecular structure
• Shortened title: J. mol. struct.
• Publisher: Elsevier
• ISSN: 0022-2860
• COBISS.SI-ID: 990223

Licences

• License: CC BY-NC-ND 4.0, Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International
• Link: http://creativecommons.org/licenses/by-nc-nd/4.0/
• Description: The most restrictive Creative Commons license. This only allows people to download and share the work for no commercial gain and for no other purposes.

Secondary language

• Language: Slovenian
• Keywords: koordinacijske spojine, cink(II), pikolinska kislina, pirazinojska kislina, amidin, kristalna struktura

Projects

• Funder: ARRS - Slovenian Research Agency
• Funding programme: Young researchers

• Funder: ARRS - Slovenian Research Agency
• Project number: P1-0134
• Name: Kemija za trajnostni razvoj