Halogen bonding two-point recognition with terphenyl derivatives

J. Stoesser; G. Rojas; D. Bulfield; P. I. Hidalgo; J. Pasán; C. Ruiz-Pérez; C. A. Jiménez; S. M. Huber

doi:10.1039/C8NJ00962G

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Halogen bonding two-point recognition with terphenyl derivatives†

J. Stoesser,^a G. Rojas,^b D. Bulfield,^a P. I. Hidalgo,

^b J. Pasán,

^c C. Ruiz-Pérez,

^c C. A. Jiménez

*^b and S. M. Huber

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry and Biochemistry, Ruhr-Universität Bochum, Universitätsstraße 150, 44801 Bochum, Germany
E-mail: stefan.m.huber@rub.de

^b Department of Organic Chemistry, Faculty of Chemical Sciences, Universidad de Concepción, Concepción, Chile
E-mail: cjimenez@udec.cl

^c Laborarotorio de Rayos X y Materiales Moleculares, Depto. de Física, Facultad de Ciencias, Universidad de La Laguna, Avda. Astrofísico Francisco Sánchez, La Laguna, Spain

Abstract

Two-point recognition involving neutral terphenyl-based halogen bond donors (halogen-based Lewis acids) was investigated. Oxadiazole and pyridazole derivatives were identified by DFT as suitable binding partners, even though gas-phase binding was weak. X-ray studies provided convincing evidence of two-point binding in the solid state, while solution data hinted at weak association.

This article is part of the themed collection: The halogen bond: a new avenue in recognition and self-assembly

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Article information

DOI: https://doi.org/10.1039/C8NJ00962G
Article type: Letter
Submitted: 26 Feb 2018
Accepted: 06 Apr 2018
First published: 12 Apr 2018

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New J. Chem., 2018,42, 10476-10480

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Halogen bonding two-point recognition with terphenyl derivatives

J. Stoesser, G. Rojas, D. Bulfield, P. I. Hidalgo, J. Pasán, C. Ruiz-Pérez, C. A. Jiménez and S. M. Huber, New J. Chem., 2018, 42, 10476 DOI: 10.1039/C8NJ00962G

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New Journal of Chemistry

Halogen bonding two-point recognition with terphenyl derivatives†

Abstract

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Halogen bonding two-point recognition with terphenyl derivatives

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