Absolute asymmetric synthesis driven by circularly polarized light |
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| Affiliation: | 1. School of Pharmacy and Pharmaceutical Science and Institute of Materia Medica, Shandong First Medical University, Shandong Academy of Medical Sciences, NHC Key Laboratory of Biotechnology Drugs (Shandong Academy of Medical Sciences), Key Lab for Rare and Uncommon Diseases of Shandong Province, Ji''nan 250117, China;2. Department of Chemistry, National University of Singapore (NUS), Singapore 117549, Singapore;1. College of Electronic and Optical Engineering & College of Flexible Electronics (Future Technology), Nanjing University of Posts and Telecommunications, Nanjing 210023, China;2. School of Engineering, Newcastle University, Newcastle upon Tyne NE1 7RU, United Kingdom;3. Centre for Research on Adaptive Nanostructures and Nanodevices (CRANN) & Advanced Materials and BioEngineering Research (AMBER) Centre, School of Chemistry, Trinity College Dublin, Dublin, Dublin 2, Ireland;1. College of Electronic and Optical Engineering & College of Flexible Electronics (Future Technology), Nanjing University of Posts & Telecommunications (NJUPT), Nanjing 210023, China;2. School of Materials Science and Engineering, Xiangtan University, Xiangtan 411105, China;1. State Key Laboratory of Elemento-Organic Chemistry, Tianjin Key Laboratory of Biosensing and Molecular Recognition, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin 300071, China;2. Haihe Laboratory of Sustainable Chemical Transformation, Tianjin 300192, China;1. National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China;2. Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore |
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| Abstract: | Circularly polarized light (CPL) is an inherently chiral entity and is regarded as one of the possible deterministic signals that led to the evolution of homochirality in earth. Thus, CPL as an external physical field has been widely used in a technique known as absolute asymmetric synthesis, because a product enriched in one enantiomer is formed from racemic precursor molecules without the intervention of a chiral catalyst. In this review, we retrospect the historical research of CPL-induced absolute asymmetric synthesis, including chiral organic molecules, helical polymers, supramolecular assemblies, noble metal nanostructures. However, based on these results, we concluded that the chiral photon-matter interaction is very faint due to the arrangement of molecular bonds giving rise to chiral features, is over a smaller distance than the helical pitch of CPL, leading extremely small enantiomeric excess for product. Therefore, we highlight the recently emerged technology called superchiral field, in which the superchiral far-field and near-field could enhance the dissymmetry of optical field and near-field, respectively. In sum, we hope this review could bring some enlightenment to researchers and further improve the enantioselectivity of CPL-induced absolute asymmetric synthesis. |
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