Co-crystallization of an organic solid and a tetraaryladamantane at room temperature

Tetraaryladamantanes have proven useful as chaperones for the co-crystallization of small molecules that do not readily crystallize by themselves. The co-crystals are often useful for structure elucidation. Usually, the small molecules are encapsulated in the crystal lattice of the aryladamantane th...

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Main Authors: Fabian Rami, Jan Nowak, Felix Krupp, Wolfgang Frey, Clemens Richert
Format: Article
Language:English
Published: Beilstein-Institut 2021-06-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.17.103
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author Fabian Rami
Jan Nowak
Felix Krupp
Wolfgang Frey
Clemens Richert
author_facet Fabian Rami
Jan Nowak
Felix Krupp
Wolfgang Frey
Clemens Richert
author_sort Fabian Rami
collection DOAJ
description Tetraaryladamantanes have proven useful as chaperones for the co-crystallization of small molecules that do not readily crystallize by themselves. The co-crystals are often useful for structure elucidation. Usually, the small molecules are encapsulated in the crystal lattice of the aryladamantane that forms during rapid thermal crystallization. Thus far, co-crystallization has been limited to liquids as guest molecules. Here we report the co-crystal structures of phenol, which is solid at room temperature, with both 1,3,5,7-tetrakis(2,4-dimethoxyphenyl)adamantane (TDA) and 1,3,5,7-tetrakis(2,4-diethoxyphenyl)adamantane (TEO). The co-crystals were obtained from solutions in dichloromethane by slow evaporation or diffusion. The implications for generating other co-crystals of two solids are briefly discussed.
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spelling doaj.art-7cf4446b8c734ae6b05cecce30633f382022-12-21T19:38:57ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972021-06-011711476148010.3762/bjoc.17.1031860-5397-17-103Co-crystallization of an organic solid and a tetraaryladamantane at room temperatureFabian Rami0Jan Nowak1Felix Krupp2Wolfgang Frey3Clemens Richert4Institute of Organic Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyInstitute of Organic Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyInstitute of Organic Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyInstitute of Organic Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyInstitute of Organic Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, GermanyTetraaryladamantanes have proven useful as chaperones for the co-crystallization of small molecules that do not readily crystallize by themselves. The co-crystals are often useful for structure elucidation. Usually, the small molecules are encapsulated in the crystal lattice of the aryladamantane that forms during rapid thermal crystallization. Thus far, co-crystallization has been limited to liquids as guest molecules. Here we report the co-crystal structures of phenol, which is solid at room temperature, with both 1,3,5,7-tetrakis(2,4-dimethoxyphenyl)adamantane (TDA) and 1,3,5,7-tetrakis(2,4-diethoxyphenyl)adamantane (TEO). The co-crystals were obtained from solutions in dichloromethane by slow evaporation or diffusion. The implications for generating other co-crystals of two solids are briefly discussed.https://doi.org/10.3762/bjoc.17.103adamantanescrystallizationorganic solidsstructure elucidationx-ray crystallography
spellingShingle Fabian Rami
Jan Nowak
Felix Krupp
Wolfgang Frey
Clemens Richert
Co-crystallization of an organic solid and a tetraaryladamantane at room temperature
Beilstein Journal of Organic Chemistry
adamantanes
crystallization
organic solids
structure elucidation
x-ray crystallography
title Co-crystallization of an organic solid and a tetraaryladamantane at room temperature
title_full Co-crystallization of an organic solid and a tetraaryladamantane at room temperature
title_fullStr Co-crystallization of an organic solid and a tetraaryladamantane at room temperature
title_full_unstemmed Co-crystallization of an organic solid and a tetraaryladamantane at room temperature
title_short Co-crystallization of an organic solid and a tetraaryladamantane at room temperature
title_sort co crystallization of an organic solid and a tetraaryladamantane at room temperature
topic adamantanes
crystallization
organic solids
structure elucidation
x-ray crystallography
url https://doi.org/10.3762/bjoc.17.103
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