Manifesting Subtle Differences of Neutral Hydrophilic Guest Isomers in a Molecular Container by Phase Transfer
- Authors
- Lee, Hyun Hee L.; Lee, Jong Wha; Jang, Yoonjung; Ko, Young Ho; Kim, Kimoon; Kim, Hugh I.
- Issue Date
- 11-7월-2016
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- cucurbit[7]uril; gas-phase chemistry; host-guest systems; mass spectrometry; monosaccharides
- Citation
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.55, no.29, pp.8249 - 8253
- Indexed
- SCIE
SCOPUS
- Journal Title
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Volume
- 55
- Number
- 29
- Start Page
- 8249
- End Page
- 8253
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/88073
- DOI
- 10.1002/anie.201601320
- ISSN
- 1433-7851
- Abstract
- Achieving strong host-guest interactions between synthetic hosts and hydrophilic guests in solution is challenging because solvation effects overwhelm other effects. To resolve this issue, we transferred complexes of cucurbit[7]uril (CB[7]) and monosaccharides to the gas phase and report here their intrinsic host-guest chemistry in the absence of solvation effects. It was observed that effective host-guest interactions in the gas phase mediated by ammonium cations allow the differentiation of the monosaccharide isomers in complex with CB[7] upon vibrational excitation. The potential of the unique observation was extended to a quantitative supramolecular analytical method for the monosaccharide guests. The combination of host-guest chemistry and phase transfer presented in this study is an effective approach to overcome current limitations in supramolecular chemistry.
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