Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/89822
Title: Bisguanidinium dinuclear oxodiperoxomolybdosulfate ion pair-catalyzed enantioselective sulfoxidation
Authors: Zong, Lili
Wang, Chao
Moeljadi, Adhitya Mangala Putra
Ye, Xinyi
Ganguly, Rakesh
Li, Yongxin
Hirao, Hajime
Tan, Choon-Hong
Keywords: Catalytic Mechanisms
Asymmetric Catalysis
DRNTU::Science::Physics
Issue Date: 2016
Source: Zong, L., Wang, C., Moeljadi, A. M. P., Ye, X., Ganguly, R., Li, Y., . . . Tan, C.-H. (2016). Bisguanidinium dinuclear oxodiperoxomolybdosulfate ion pair-catalyzed enantioselective sulfoxidation. Nature Communications, 7, 13455-. doi:10.1038/ncomms13455
Series/Report no.: Nature Communications
Abstract: Catalytic use of peroxomolybdate for asymmetric transformations has attracted increasing attention due to its catalytic properties and application in catalysis. Herein, we report chiral bisguanidinium dinuclear oxodiperoxomolybdosulfate [BG]2+[(μ-SO4)Mo2O2(μ-O2)2(O2)2]2− ion pair, as a catalyst for enantioselective sulfoxidation using aqueous H2O2 as the terminal oxidant. The ion pair catalyst is isolatable, stable and useful for the oxidation of a range of dialkyl sulfides. The practical utility was illustrated using a gram-scale synthesis of armodafinil, a commercial drug, with the catalyst generated in situ from 0.25 mol% of bisguanidinium and 2.5 mol% of Na2MoO4·2H2O. Structural characterization of this ion pair catalyst has been successfully achieved using single-crystal X-ray crystallography.
URI: https://hdl.handle.net/10356/89822
http://hdl.handle.net/10220/47160
DOI: 10.1038/ncomms13455
Rights: © 2016 The Author(s) (Published by Nature Publishing Group). This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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