Naslov
Adduct formation from a copper(II) complex with an imine ligand by combining mechanochemical and solution synthesis

Autori
Fotović, Luka ; Nemec, Vinko ; Cinčić, Dominik

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
The Twenty-fourth Croatian-Slovenian Crystallographic Meeting - Book of Abstracts / Bijelić, Mirjana ; Cetina, Mario ; Čobić, Andrea ; Matković-Čalogović, Dubravka ; Popović, Stanko ; Štefanić, Zoran ; Tonejc, Antun ; Višnjevac Aleksandar - Zagreb : Hrvatska akademija znanosti i umjetnosti (HAZU) ; Hrvatska kristalografska zajednica HAZU, 2016, 71-71

Skup
The Twenty-fourth Croatian-Slovenian Crystallographic Meeting

Mjesto i datum
Bol, Hrvatska, 22.09.2016. - 24.09.2016

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Nije recenziran

Ključne riječi
adducts ; coordination compounds ; mechanochemistry

Sažetak
In our work, we have focused on the formation of structures with peripheral nitro- group fragments as halogen and hydrogen bond acceptors. In order to place them on the periphery, we envisaged the formation of an imine derived from 4-nitroaniline (4na) and 2-hydroxy-1-naphthaldehyde (n) in the first step, with the subsequent formation of a metal complex with a copper(II) metal center. The obtained metal complex is poorly soluble in most solvents, although it is reasonably soluble in pyridine (py) and tetrahydrofuran (thf), resulting in the formation of adducts. These adducts could be used instead of the "pure" complex to facilitate cocrystallization since they have identical functionality while being more soluble. The Cu(n4na)2 metal complex has been synthesized by reflux heating of a stoichiometric mixture of copper(II) acetate monohydrate (CuAc) and n4na in a mixture of acetonitrile and methanol, as well as by mechanochemical synthesis. The Cu(n4na)2(py)2 adduct has been obtained by recrystallizing Cu(n4na)2 from py, liquid-assisted grinding of Cu(n4na)2 with py, as well as by one-pot mechanochemical synthesis via grinding a mixture of CuAc, n4na and py with a 1:2:2 molar ratio. All grinding experiments were performed in the presence of a catalytic amount of triethylamine. On the other hand, the Cu(n4na)2(thf)2 adduct has only been obtained by recrystallizing Cu(n4na)2 from thf. The crystal structure of the Cu(n4na)2 complex reveals that each metal-organic subunit is connected via a pair of weak C–H∙∙∙O hydrogen bonds to each of the four adjoining subunits, thus leading to the formation of a 3D network. The formation of py and thf adducts reduces the interconnection capabilities of the subunits. In the Cu(n4na)2(thf)2 adduct crystal structure, a chain is formed where each subunit is connected to two adjacent subunits via weak C–H∙∙∙O contacts between thf and one nitro- group oxygen atom (d(C∙∙∙O) = 3.46 Å, angle(C–H∙∙∙O) = 127 °) ; in the Cu(n4na)2(py)2 adduct crystal structure, no network is formed, only discrete subunits that are stacked along all three crystallographic axes.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA