Solid Phase Deracemization of an Atropisomer

[Image: see text] The scope of Viedma ripening and temperature cycling with respect to chiral molecules has remained mostly limited to molecules with a single stereogenic center, while racemization proceeds through inversion at that particular stereocenter. In this article we demonstrate for the fir...

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Autores principales: Engwerda, Anthonius H. J., van Schayik, Pim, Jagtenberg, Henjo, Meekes, Hugo, Rutjes, Floris P. J. T., Vlieg, Elias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5629555/
https://www.ncbi.nlm.nih.gov/pubmed/29018306
http://dx.doi.org/10.1021/acs.cgd.7b01180
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author Engwerda, Anthonius H. J.
van Schayik, Pim
Jagtenberg, Henjo
Meekes, Hugo
Rutjes, Floris P. J. T.
Vlieg, Elias
author_facet Engwerda, Anthonius H. J.
van Schayik, Pim
Jagtenberg, Henjo
Meekes, Hugo
Rutjes, Floris P. J. T.
Vlieg, Elias
author_sort Engwerda, Anthonius H. J.
collection PubMed
description [Image: see text] The scope of Viedma ripening and temperature cycling with respect to chiral molecules has remained mostly limited to molecules with a single stereogenic center, while racemization proceeds through inversion at that particular stereocenter. In this article we demonstrate for the first time that atropisomers, chiral rotamers that possess an axis of chirality, can be successfully deracemized in the solid phase by either applying temperature cycling or Viedma ripening.
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spelling pubmed-56295552017-10-08 Solid Phase Deracemization of an Atropisomer Engwerda, Anthonius H. J. van Schayik, Pim Jagtenberg, Henjo Meekes, Hugo Rutjes, Floris P. J. T. Vlieg, Elias Cryst Growth Des [Image: see text] The scope of Viedma ripening and temperature cycling with respect to chiral molecules has remained mostly limited to molecules with a single stereogenic center, while racemization proceeds through inversion at that particular stereocenter. In this article we demonstrate for the first time that atropisomers, chiral rotamers that possess an axis of chirality, can be successfully deracemized in the solid phase by either applying temperature cycling or Viedma ripening. American Chemical Society 2017-09-13 2017-10-04 /pmc/articles/PMC5629555/ /pubmed/29018306 http://dx.doi.org/10.1021/acs.cgd.7b01180 Text en Copyright © 2017 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Engwerda, Anthonius H. J.
van Schayik, Pim
Jagtenberg, Henjo
Meekes, Hugo
Rutjes, Floris P. J. T.
Vlieg, Elias
Solid Phase Deracemization of an Atropisomer
title Solid Phase Deracemization of an Atropisomer
title_full Solid Phase Deracemization of an Atropisomer
title_fullStr Solid Phase Deracemization of an Atropisomer
title_full_unstemmed Solid Phase Deracemization of an Atropisomer
title_short Solid Phase Deracemization of an Atropisomer
title_sort solid phase deracemization of an atropisomer
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5629555/
https://www.ncbi.nlm.nih.gov/pubmed/29018306
http://dx.doi.org/10.1021/acs.cgd.7b01180
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