期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 23, 页码 12819-12823出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202103382
关键词
asymmetric amplification; chirality transfer; crystallization-induced dynamic optical resolution; enantioselective nucleation; optical vortices
资金
- JSPS KAKENHI [JP19H02708, JP18H03884, JP17K19070, JP16H06507]
- Japan Science and Technology Agency (JST) Grants (Core Research for Evolutional Science and Technology) [JPMJCR1903]
- Frontier Science Program of Graduate School of Science and Engineering, Chiba University
Chiral symmetry breaking and asymmetric transformation were achieved by using optical vortices, with crystal nucleation controlled by the winding direction of the chiral optical vortices. This novel methodology combines enantioselective crystal nucleation with crystallization-induced dynamic optical resolution for amplifying molecular chirality.
The study of chirogenesis of organic molecules is important to elucidate the origin of the homochirality of biomolecules on Earth. Here, we have accomplished chiral symmetry breaking from a racemate using optical vortices with orbital angular momentum and a helical wavefront. We propose a new methodology of asymmetric transformation by the combination of enantioselective crystal nucleation by irradiation with optical vortices and crystallization-induced dynamic optical resolution of conglomerate crystals. Chiral green vortices generated using a spiral phase plate (SPP) with a 532 nm CW-laser were used to irradiate a supersaturated solution of a racemic isoindolinone, leading to crystal nucleation. The handedness of the crystals were controlled by the winding direction of the chiral optical vortices. The molecular chirality of the isoindolinone was then amplified by dynamic crystallization.
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