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Original Research ARTICLE Provisionally accepted The full-text will be published soon. Notify me

Front. Chem. | doi: 10.3389/fchem.2019.00695

Channel Confinement of Aromatic Petrochemicals via Aryl−Perfluoroaryl Interactions with a B←N Host

 Gonzalo Campillo-Alvarado1, Megan M. D'mello1, Michael A. Sinnwell1, Herbert Höpfl2,  Hugo Morales-Rojas2 and  Leonard R. MacGillivray1*
  • 1The University of Iowa, United States
  • 2Universidad Autónoma del Estado de Morelos, Mexico

We report channel confinement properties of an electron-deficient boron host derived from the orthogonal B←N interaction between a boronic ester and trans-pentafluorostilbazole. The boron host forms one-dimensional channels in the crystalline solid state when crystallized with common electron-rich aromatic petrochemicals (i.e., benzene, toluene, o-xylene) to form solvates and a cocrystal with stilbene. Molecular confinement of the electron-rich molecules in the solids is achieved through a combination of aryl–perfluroaryl interactions (π–πF) and hydrogen bonds.

Keywords: Boron, Boronic Acids, boronic esters, self-assembly, host-guest chemistry, crystal engineering, inclusion chemistry, Channel confinement

Received: 05 Aug 2019; Accepted: 08 Oct 2019.

Copyright: © 2019 Campillo-Alvarado, D'mello, Sinnwell, Höpfl, Morales-Rojas and MacGillivray. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

* Correspondence: Prof. Leonard R. MacGillivray, The University of Iowa, Iowa City, 52242, Iowa, United States, len-macgillivray@uiowa.edu