Stereoisomerization during Molecular Packing.
molecular design
molecular packing
solid-state materials
stereoisomerization
Journal
Advanced materials (Deerfield Beach, Fla.)
ISSN: 1521-4095
Titre abrégé: Adv Mater
Pays: Germany
ID NLM: 9885358
Informations de publication
Date de publication:
Jun 2021
Jun 2021
Historique:
revised:
03
03
2021
received:
04
02
2021
pubmed:
30
4
2021
medline:
30
4
2021
entrez:
29
4
2021
Statut:
ppublish
Résumé
Isomerization is an essential chemical process that often evokes dramatic change of chemical, physical, or biological properties. For a long time, isomerization has been known as a transformation that is induced by certain external energy such as light, heat, or mechanical force. Herein, a new isomerization phenomenon is described, which does not require external energy but simply occurs during molecular packing. The proposed isomerization is demonstrated by a series of symmetric donor-acceptor-donor (D-A-D) molecules, the donor of which may adopt two different stereoisomeric forms. Based on the evidence of the asymmetric isomers in crystals, the occurrence of isomerization during molecular packing is proved. Moreover, the unique asymmetric geometry in the solid state favors the restriction of intramolecular motion, resulting in highly efficient organic solids with quantum yields approaching unity.
Identifiants
pubmed: 33914374
doi: 10.1002/adma.202100986
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2100986Subventions
Organisme : Singapore National Research Foundation
ID : R279-000-444-281
Organisme : Singapore National Research Foundation
ID : R279-000-483-281
Organisme : National University of Singapore
ID : R279-000-482-133
Organisme : National Supercomputing Centre, Singapore
Informations de copyright
© 2021 Wiley-VCH GmbH.
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CCDC 1527590 and 1846159 contain the crystallographic data for compound 3 and 4. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre.