Naslov
2,2'-bipyridine derivatives as halogen bond acceptors in multicomponent crystals

Autori
Posavec, Lidija ; Kučas, Filip ; Nemec, Vinko ; Cinčić, Dominik

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

Izvornik
27th Croatian Meeting of Chemists and Chemical Engineers and 5th Symposium Vladimir Prelog: Book of Abstracts / Marković, Dean ; Meštrović, Ernest ; Namjesnik, Danijel ; Tomašić, Vesna - Zagreb : Hrvatsko kemijsko društvo, 2021, 154-154

Skup
27. hrvatski skup kemičara i kemijskih inženjera (27HSKIKI) ; 5. simpozij Vladimir Prelog

Mjesto i datum
Veli Lošinj, Hrvatska, 05.10.2021. - 08.10.2021

Vrsta sudjelovanja
Poster

Vrsta recenzije
Recenziran

Ključne riječi
kokristali ; 2, 2'-bipiridinski derivati ; halogenska veza
(cocrystals ; 2, 2'-bipyridine derivatives ; halogen bond)

Sažetak
2, 2'-bipyridine has been extensively studied as a metal chelating ligand due to its robust redox stability and ease of functionalization [1]. In terms of crystal engineering, 2, 2'-bipyridine and its derivatives present interesting moieties because of their flexibility and ability to form different supramolecular architectures. The usage of 2, 2'-bipyridine derivatives as halogen bond acceptors has been poorly studied and their properties were explored only in terms of arylated 2, 2'-bipyridines utilizing 1, 4- diiodotetrafluorobenzene as a donor molecule [2]. In this work, we explored how different substituents on 2, 2'-bipyridine affect halogen bond formation, by using different donor molecules, including perfluorinated halobenzenes and N-haloimides. Four different 2, 2'-bipyridine derivatives: 4, 4'-dimethyl-2, 2'-bipyridine (1), 4, 4'-di-tert-butyl-2, 2'-bipyridine (2), 6, 6'- dimethyl-2, 2'-bipyridine (3) and 2, 2'-biquinoline (4) have been cocrystallized with seven different halogen bond donors. Cocrystallization experiments were performed both mechanochemically and from the solution. Using 2, 2‘-bipyridine derivatives as acceptor moieties, a series of 14 cocrystals was obtained, of which 10 were structurally characterized by single crystal X-ray diffraction. Dominant interactions in most obtained cocrystals are halogen bonds, while the geometry of 2, 2'- bipyridine derivatives is dependent on the halogen bond donor used. [1] C. Kaes, A. Katz, M. W. Hosseini, Chem. Rev. 2000, 100, 3553–3590. [2] R. Ramakrishnan, A. R. Mallia, M. A. Niyas, R. Sethy, M. Hariharan, Cryst. Growth Des. 2016, 16, 6327–6336.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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