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Flavinium and Alkali‐Metal Assembly on Sulfated Chitin: A Heterogeneous Supramolecular Catalyst for H 2 O 2 ‐Mediated Oxidation
Author(s) -
Sakai Takuya,
Watanabe Mirai,
Ohkado Ryoma,
Arakawa Yukihiro,
Imada Yasushi,
Iida Hiroki
Publication year - 2019
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201900485
Subject(s) - supramolecular chemistry , catalysis , alkali metal , chitin , chemistry , heterogeneous catalysis , sulfation , metal , self assembly , inorganic chemistry , organic chemistry , molecule , biochemistry , chitosan
Heterogeneous multiple‐catalyst assemblies were developed in which the flavinium cation and Na or Li cations were easily immobilized on a chitin‐derived anionic polymeric scaffold through noncovalent ionic interactions. The supramolecular flavinium catalysts were successfully employed in the environmentally friendly heterogeneous Baeyer–Villiger oxidation and sulfoxidation by H 2 O 2 . Owing to the cooperative catalytic effect of flavinium, alkali metal, and sulfated chitin, the supramolecular flavinium assembly showed higher catalytic activity for the Baeyer–Villiger oxidation of cyclic ketones than the corresponding homogeneous flavinium catalyst. Because the ionic assembly was stable under the reaction conditions, the catalyst could be readily recovered by simple filtration and reused.