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Halogen-Bonding Complexes Based on Bis(iodoethynyl)benzene Units: A New Versatile Route to Supramolecular Materials

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journal contribution
posted on 26.11.2013, 00:00 authored by Lucía González, Nélida Gimeno, Rosa María Tejedor, Victor Polo, M. Blanca Ros, Santiago Uriel, José Luis Serrano
Iodoalkynes [1,4-bis­(iodoethynyl)­benzene (p-BIB) and 1,3-bis­(iodoethynyl)­benzene (m-BIB)] have been used successfully to prepare halogen bonding complexes with a range of 4-pyridine derivatives showing liquid crystalline organizations. The trimeric halogen-bonded complexes obtained from p-BIB have a rod-like structure and exhibited high order calamitic phases (SmB and G). In contrast, m-BIB gives rise to bent-shaped structures that display SmAP-like mesophases. Furthermore it was found that the presence of three and five aromatic rings in these halogen-bonding complexes promotes calamitic mesophases while seven rings are required to stabilize bent-core mesophases. The formation of halogen bonding in the complexes was confirmed by several techniques, including FT-IR, XPS, and single crystal X-ray diffraction and the strength of the bonds was evaluated by DFT calculations