Halogen Bonding of N‑Bromophthalimide
by Grinding and Solution Crystallization
Version 2 2018-01-19, 12:51
Version 1 2018-01-19, 12:48
Posted on 2018-01-19 - 12:51
A series of 10 cocrystals
derived from N-bromophthalimide
and nitrogen bases (pKa from 3.2 to 8.8)
have been prepared by both crystallization from solution and mechanochemically
(liquid-assisted grinding). All 10 structures exhibit molecular complexes
interconnected by short Br···N halogen bonds involving N-bromophthalimide bromine and a nitrogen atom. The enthalpies
of complexation have been calculated to range between −30 and
−50 kJ mol–1, indicating fairly strong halogen
bonds. Bond lengths and energies generally follow the basicity of
the used halogen bond acceptor.
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Eraković, Mihael; Nemec, Vinko; Lež, Tomislav; Porupski, Ivan; Stilinović, Vladimir; Cinčić, Dominik (2018). Halogen Bonding of N‑Bromophthalimide
by Grinding and Solution Crystallization. ACS Publications. Collection. https://doi.org/10.1021/acs.cgd.7b01651
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AUTHORS (6)
ME
Mihael Eraković
VN
Vinko Nemec
TL
Tomislav Lež
IP
Ivan Porupski
VS
Vladimir Stilinović
DC
Dominik Cinčić