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Enantioselective Discrimination of Alcohols by Hydrogen Bonding: A SERS Study
Authors:Dr. Yue Wang  Dr. Zhi Yu  Dr. Wei Ji  Yoshito Tanaka  Huimin Sui  Prof. Bing Zhao  Prof. Yukihiro Ozaki
Affiliation:1. State Key Laboratory of Supramolecular Structure and Materials, Jilin University, 2699 Qianjin Street, Changchun 130012 (P.R. China);2. Key Laboratory for Bionic Engineering of Ministry of Education, Jilin University, 5988 Renmin Street, Changchun 130025 (P.R. China);3. Department of Chemistry, School of Science and Technology, KwanseiGakuin University, Sanda, Hyogo 669‐1337 (Japan)
Abstract:Efficient and generic enantioselective discrimination of various chiral alcohols is achieved by using surface‐enhanced Raman scattering (SERS) spectroscopy through charge–transfer (CT) contributions. The relative intensities of the peaks in the SERS spectra of a chiral selector are strongly dependent on the chirality of its surroundings. This highly distinct spectral discrepancy may be due to the tendency of chiral isomers to form intermolecular hydrogen‐bonding complexes with the chiral selector in different molecular orientations, resulting in different CT states and SERS intensities of the adsorbates in the system. This study opens a new avenue leading to the development of novel enantiosensing strategies. A particular advantage of this approach is that it is label‐free and does not employ any chiral reagents, including chiral light.
Keywords:charge transfer  chiral recognition  hydrogen bonding  surface‐enhanced Raman scattering
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