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Preference of halogen bonds over hydrogen bonds within a discrete three-component co-crystal that undergo a [2+2] cycloaddition reaction
Ist Teil von
New journal of chemistry, 2023-07, Vol.47 (28), p.1384-1387
Ort / Verlag
Cambridge: Royal Society of Chemistry
Erscheinungsjahr
2023
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
The formation of a series of isostructural three-component co-crystals between 1,2,4,5-tetrachloro-3-iodobenzene (C
6
HICl
4
) and each of three isosteric bipyridines is reported. Even though C
6
HICl
4
is capable of forming both halogen and hydrogen bonds the donor is found to form co-crystals with only I N halogen bonds when the initial ratio of the molecular components is 2 : 1. Molecules of C
6
HICl
4
stack in a homogeneous and face-to-face configuration which aligns the bipyridine-based acceptor molecule in a similar π-stacked orientation. As a result, the co-crystal containing
trans
-1,2-bis(4-pyridyl)ethylene undergoes a nearly quantitative [2+2] cycloaddition reaction in the solid state.
The formation of a series of isostructural three-component co-crystals between 1,2,4,5-tetrachloro-3-iodobenzene and each of three isosteric bipyridines is reported.