Naslov
Thermochromic imines as halogen bond donors in crystal engineering of multi-component crystals

Autori
Baus Topić, Nea ; 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, 139-139

Skup
27. hrvatski skup kemičara i kemijskih inženjera (27HSKIKI)

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

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
thermochromic ; imine ; halogen bond ; cocrystal

Sažetak
In the past few decades, halogen bonding has been shown as an efficient and predictable tool in crystal engineering.[1] It has been predominantly investigated in multi-component crystals consisting of organic perhalogenated compounds as halogen bond donors and various organic and metal- organic compounds as halogen bond acceptors.[2] While many multi-component systems contain imines as halogen bond acceptors, [3] there are scarce examples of those that contain them as halogen bond donors.[4] In this work, we have prepared two peripherally perhalogenated imines by reaction of 2, 3, 5, 6- tetrafluoro-4-iodoaniline with salicylaldehyde (itfasal) or ortho-vanillin (itfaovan). Both imines were cocrystallized in 2:1 molar ratio with selected acceptors: 4, 4’- bipyridine (bpy), 1, 4- diazabicyclo[2.2.2]octane (dabco) and 1, 2-bis(4- pyridyl)ethane (bpean). Cocrystals were prepared by liquid-assisted grinding and crystallization from ethanol, and characterized by X-ray diffraction methods. Structural characterization revealed that in all six cocrystals itfasal and itfaovan are bonded with acceptors via I···N halogen bonds. Both imines and their cocrystals show reversible thermochromic behavior when cooled in liquid nitrogen. [1] G. Cavallo, P. Metrangolo, R. Milani, T. Pilati, A. Priimagi, G. Resnati, G. Terraneo, Chem. Rev. 116 (2016) 2478. [2] C. R. Groom, I. J. Bruno, M. P. Lightfoot, S. C. Ward, Acta Cryst. B 72 (2016), 171. [3] A. Carletta, M. Zbačnik, M. Vitković, N. Tumanov, V. Stilinović, J. Wouters, D. Cinčić, CrystEngComm 36 (2018), 5332. [4] Y. Wang, H. Shang, B. Li, H. Zhang, S. Jiang, CrystEngComm 19 (2017) 3801.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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