Halogen-bonding complexes based on bis(iodoethynyl)benzene units: A new versatile route to supramolecular materials

González, L. (Universidad de Zaragoza) ; Gimeno, N. (Universidad de Zaragoza) ; Tejedor, R.M. (Universidad de Zaragoza) ; Polo, V. (Universidad de Zaragoza) ; Ros, M.B. (Universidad de Zaragoza) ; Uriel, S. (Universidad de Zaragoza) ; Serrano, J.L. (Universidad de Zaragoza)

Resumen: 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

Idioma: Inglés

DOI: 10.1021/cm401849f

Año: 2013

Publicado en: Chemistry of materials 25, 22 (2013), 4503-4510
ISSN: 0897-4756

Factor impacto JCR: 8.535 (2013)

Categ. JCR: MATERIALS SCIENCE, MULTIDISCIPLINARY rank: 16 / 246 = 0.065 (2013) - Q1 - T1
Categ. JCR: CHEMISTRY, PHYSICAL rank: 13 / 134 = 0.097 (2013) - Q1 - T1

Financiación: info:eu-repo/grantAgreement/ES/DGA/E04
Financiación: info:eu-repo/grantAgreement/ES/MICINN/CTQ2012-35692
Financiación: info:eu-repo/grantAgreement/ES/MICINN/MAT2009-14636-C03-01
Financiación: info:eu-repo/grantAgreement/ES/MICINN/MAT2011-27978-C02-01
Financiación: info:eu-repo/grantAgreement/ES/MICINN/MAT2012-38538-C03-01

Tipo y forma: Article (PostPrint)

Área (Departamento): Área Química Orgánica (Dpto. Química Orgánica)
Área (Departamento): Área Química Física (Dpto. Química Física)