Cargando…

Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host

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 a...

Descripción completa

Detalles Bibliográficos
Autores principales: Campillo-Alvarado, Gonzalo, D'mello, Megan M., Sinnwell, Michael A., Höpfl, Herbert, Morales-Rojas, Hugo, MacGillivray, Leonard R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6818625/
https://www.ncbi.nlm.nih.gov/pubmed/31696109
http://dx.doi.org/10.3389/fchem.2019.00695
_version_ 1783463625283862528
author Campillo-Alvarado, Gonzalo
D'mello, Megan M.
Sinnwell, Michael A.
Höpfl, Herbert
Morales-Rojas, Hugo
MacGillivray, Leonard R.
author_facet Campillo-Alvarado, Gonzalo
D'mello, Megan M.
Sinnwell, Michael A.
Höpfl, Herbert
Morales-Rojas, Hugo
MacGillivray, Leonard R.
author_sort Campillo-Alvarado, Gonzalo
collection PubMed
description 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–perfluoroaryl interactions (π-π(F)) and hydrogen bonds.
format Online
Article
Text
id pubmed-6818625
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher Frontiers Media S.A.
record_format MEDLINE/PubMed
spelling pubmed-68186252019-11-06 Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host Campillo-Alvarado, Gonzalo D'mello, Megan M. Sinnwell, Michael A. Höpfl, Herbert Morales-Rojas, Hugo MacGillivray, Leonard R. Front Chem Chemistry 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–perfluoroaryl interactions (π-π(F)) and hydrogen bonds. Frontiers Media S.A. 2019-10-22 /pmc/articles/PMC6818625/ /pubmed/31696109 http://dx.doi.org/10.3389/fchem.2019.00695 Text en Copyright © 2019 Campillo-Alvarado, D'mello, Sinnwell, Höpfl, Morales-Rojas and MacGillivray. http://creativecommons.org/licenses/by/4.0/ 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.
spellingShingle Chemistry
Campillo-Alvarado, Gonzalo
D'mello, Megan M.
Sinnwell, Michael A.
Höpfl, Herbert
Morales-Rojas, Hugo
MacGillivray, Leonard R.
Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host
title Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host
title_full Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host
title_fullStr Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host
title_full_unstemmed Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host
title_short Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host
title_sort channel confinement of aromatic petrochemicals via aryl–perfluoroaryl interactions with a b←n host
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6818625/
https://www.ncbi.nlm.nih.gov/pubmed/31696109
http://dx.doi.org/10.3389/fchem.2019.00695
work_keys_str_mv AT campilloalvaradogonzalo channelconfinementofaromaticpetrochemicalsviaarylperfluoroarylinteractionswithabnhost
AT dmellomeganm channelconfinementofaromaticpetrochemicalsviaarylperfluoroarylinteractionswithabnhost
AT sinnwellmichaela channelconfinementofaromaticpetrochemicalsviaarylperfluoroarylinteractionswithabnhost
AT hopflherbert channelconfinementofaromaticpetrochemicalsviaarylperfluoroarylinteractionswithabnhost
AT moralesrojashugo channelconfinementofaromaticpetrochemicalsviaarylperfluoroarylinteractionswithabnhost
AT macgillivrayleonardr channelconfinementofaromaticpetrochemicalsviaarylperfluoroarylinteractionswithabnhost