Stereoisomerization during Molecular Packing
Xu, Shidang Duan, Yukun Manghnani, Purnima Kenry Chen, Chengjian Kozlov, Sergey M Liu, Bin
Manghnani, Purnima
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Abstract
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.
Keywords
Science & Technology, Physical Sciences, Technology, Chemistry, Multidisciplinary, Chemistry, Physical, Nanoscience & Nanotechnology, Materials Science, Multidisciplinary, Physics, Applied, Physics, Condensed Matter, Chemistry, Science & Technology - Other Topics, Materials Science, Physics, molecular design, molecular packing, solid‐, state materials, stereoisomerization
Source Title
ADVANCED MATERIALS
Publisher
WILEY-V C H VERLAG GMBH
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Date
2021-04-29
DOI
10.1002/adma.202100986
Type
Article