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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Format: | Article |
Language: | English |
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Beilstein-Institut
2021-06-01
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Series: | Beilstein Journal of Organic Chemistry |
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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. |
first_indexed | 2024-12-20T13:35:48Z |
format | Article |
id | doaj.art-7cf4446b8c734ae6b05cecce30633f38 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-20T13:35:48Z |
publishDate | 2021-06-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
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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