Naslov
Influence of biphenyl-bis-urea receptor terminal substituents on anion binding properties

Autori
Cetina, Mario ; Petroselli, Manuel ; Bacchiocchi, Corrado ; Cametti, Massimo ; Džolić, Zoran

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

Izvornik
28th Croatian Meeting of Chemists and Chemical Engineers and 6th Symposium Vladimir Prelog : Book of Abstracts / Rogošić, Marko - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2023, 63-63

Skup
28th Croatian Meeting of Chemists and Chemical Engineers

Mjesto i datum
Rovinj, Hrvatska, 28.03.2023. - 31.03.2023

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
bis-urea derivatives ; tetrabutylammonium salts ; anion recognition ; hydrogen bonds

Sažetak
In the field of supramolecular chemistry, anion recognition was explored at a later stage. However, nowadays, it has become a mature research area [1]. The formation of the host-guest receptor-anion complex is very often controlled by subtle interplay of several factors, including the structural and electronic complementarity between the two interacting partners. Receptor can form with guest hydrogen-bonding interaction, especially if it possesses strong hydrogen-bonded donor, such as NH group present in urea derivatives. Receptor-binding affinity could be additionally increased if more than one urea group is combined with several anions. We reported previously [2] anion binding properties of bis-urea derivative featuring a biphenyl spacer, 1, 1'-(4, 4'-biphenylene)bis(3-phenylurea) (1) (Fig. 1), through five receptor-anion complexes obtained using tetrabutylammonium salts, TBAX (X = AcO, H2PO4, Br, I and NO3). Herein we present influence of terminal substituents of 1 on binding properties of TBA anions, electron-deficient one due to the electron withdrawing effect of NO2 group (2), and electron-rich in which phenyl rings are replaced with naphthyl groups (3) (Fig. 1). X-ray structures of five receptor–anion complexes of 2 and 3 showed different solid-state architectures compared to that of 1. Solution studies and DFT calculations of anion-binding abilities of 2 and 3 will be also presented. References: [1] P.A. Gale, W. Dehaen, Anion Recognition in Supramolecular Chemistry, Springer, Berlin, 2010. [2] T. Grgurić, M. Petroselli, C. Bacchiocchi, M. Cametti, Z. Džolić, M. Cetina, Anion-templated assembly of biphenyl-bis-urea receptor, 27th Meeting of Chemists and Chemical Engineers, Veli Lošinj, October 5–8, 2021.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA