Pregled bibliografske jedinice broj: 890665
N-bromocamphorimide as a chiral halogen bond donor
N-bromocamphorimide as a chiral halogen bond donor // Solid-state science and research : book of abstracts / Juribašić Kulcsár, Marina ; Halasz, Ivan (ur.).
Zagreb: Institut Ruđer Bošković, 2017. str. 97-97 (poster, nije recenziran, sažetak, znanstveni)
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Naslov
N-bromocamphorimide as a chiral halogen bond donor
Autori
Eraković, Mihael ; Stilinović, Vladimir ; Cinčić, Dominik
Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni
Izvornik
Solid-state science and research : book of abstracts
/ Juribašić Kulcsár, Marina ; Halasz, Ivan - Zagreb : Institut Ruđer Bošković, 2017, 97-97
ISBN
978-953-7941-15-4
Skup
Solid-state science and research
Mjesto i datum
Zagreb, Hrvatska, 28.06.2017. - 30.06.2017
Vrsta sudjelovanja
Poster
Vrsta recenzije
Nije recenziran
Ključne riječi
N-bromocamphorimide, cocrystals, crystallization
Sažetak
N-haloimides have recently been recognized as a new class of strong halogen bond donors [1, 2, 3]. There are currently 68 structures in Cambridge Structural Database containing this type of compounds, only 25 of which are halogen bonded cocrystals. As no structures which contain a chiral halogen bond donor have been reported to date, we have decided to attempt preparation of an N-haloimide derived from a chiral acid. We have opted for the naturally occurring (1R, 3S)- camphoric acid as the staring diacid, having thus obtained (1R, 3S)-N-bromocamphorimide (NBCamph), which was characterized by single crystal XRD. This compound has the potential of enantioselective formation of cocrystals, which could prove to be useful in chiral resolution and could also be used for enantioselective bromination of organic compounds. In order to study its potential in formation of cocrystals featuring halogen bonding, we have cocrystalised it with several halogen bond acceptors: 1, 4- diazabicyclo[2.2.2]octane, 4-cyanopyridine, 2, 4, 6-trimethylpyridine, 3, 5-dimethylpyridine, 2- methylpyridine, and 4, 4’-bipyridine. Obtained cocrystals have been characterized using powder XRD and ATR. [1] V. Stilinović, G. Horvat, T. Hrenar, V. Nemec, D. Cinčić, Chem. Eur. J. 23 (2017) 5244. [2] J. Mavračić, D. Cinčić, B. Kaitner, CrystEngComm 18 (2016) 3343. [3] R. W. Troff, T. Mäkelä, F. Topić, A. Valkonen, K. Raatikainen, K. Rissanen, Eur. J. Org. Chem. 2013 (2013) 1617.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
HRZZ-IP-2014-09-7367 - Kristalno inženjerstvo višekomponentinih metaloorganksih materijala povezanih halogenskom vezom: ususret supramolekulskom ugađanju strukture i svojstava (CrystEngMOM) (Cinčić, Dominik, HRZZ - 2014-09) ( CroRIS)
Ustanove:
Prirodoslovno-matematički fakultet, Zagreb
