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...
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Frontiers Media S.A.
2019-10-01
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| Series: | Frontiers in Chemistry |
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| Online Access: | https://www.frontiersin.org/article/10.3389/fchem.2019.00695/full |
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doaj-85c6253a62294a998a237b385300fb582020-11-25T01:31:52ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462019-10-01710.3389/fchem.2019.00695489869Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N HostGonzalo Campillo-Alvarado0Megan M. D'mello1Michael A. Sinnwell2Herbert Höpfl3Hugo Morales-Rojas4Leonard R. MacGillivray5Department of Chemistry, University of Iowa, Iowa City, IA, United StatesDepartment of Chemistry, University of Iowa, Iowa City, IA, United StatesDepartment of Chemistry, University of Iowa, Iowa City, IA, United StatesCentro de Investigaciones Químicas, Instituto de Investigación en Ciencias Básicas y Aplicadas, Universidad Autónoma del Estado de Morelos, Cuernavaca, MexicoCentro de Investigaciones Químicas, Instituto de Investigación en Ciencias Básicas y Aplicadas, Universidad Autónoma del Estado de Morelos, Cuernavaca, MexicoDepartment of Chemistry, University of Iowa, Iowa City, IA, United StatesWe 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-πF) and hydrogen bonds.https://www.frontiersin.org/article/10.3389/fchem.2019.00695/fullboronboronic acidsboronic estersself-assemblyhost-guest chemistrycrystal engineering |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Gonzalo Campillo-Alvarado Megan M. D'mello Michael A. Sinnwell Herbert Höpfl Hugo Morales-Rojas Leonard R. MacGillivray |
| spellingShingle |
Gonzalo Campillo-Alvarado Megan M. D'mello Michael A. Sinnwell Herbert Höpfl Hugo Morales-Rojas Leonard R. MacGillivray Channel Confinement of Aromatic Petrochemicals via Aryl–Perfluoroaryl Interactions With a B←N Host Frontiers in Chemistry boron boronic acids boronic esters self-assembly host-guest chemistry crystal engineering |
| author_facet |
Gonzalo Campillo-Alvarado Megan M. D'mello Michael A. Sinnwell Herbert Höpfl Hugo Morales-Rojas Leonard R. MacGillivray |
| author_sort |
Gonzalo Campillo-Alvarado |
| title |
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_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_sort |
channel confinement of aromatic petrochemicals via aryl–perfluoroaryl interactions with a b←n host |
| publisher |
Frontiers Media S.A. |
| series |
Frontiers in Chemistry |
| issn |
2296-2646 |
| publishDate |
2019-10-01 |
| 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-πF) and hydrogen bonds. |
| topic |
boron boronic acids boronic esters self-assembly host-guest chemistry crystal engineering |
| url |
https://www.frontiersin.org/article/10.3389/fchem.2019.00695/full |
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