首页|Stereoselective sulfoxidation catalyzed by achiral Schiff base complexes in the presence of serum albumin in aqueous media

Stereoselective sulfoxidation catalyzed by achiral Schiff base complexes in the presence of serum albumin in aqueous media

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<![CDATA[<ce:abstract xmlns:ce="http://www.elsevier.com/xml/common/dtd" xmlns="http://www.elsevier.com/xml/ja/dtd" class="graphical" xml:lang="en" id="ab005" view="all"><ce:section-title id="st005">Graphical abstract</ce:section-title><ce:abstract-sec id="as005" view="all"><ce:simple-para id="sp0005" view="all">Achiral Schiff base complexes as catalysts for asymmetric sulfoxidation in the presence of serum albumins.</ce:simple-para><ce:simple-para>Display Omitted</ce:simple-para></ce:abstract-sec></ce:abstract><ce:abstract xmlns:ce="http://www.elsevier.com/xml/common/dtd" xmlns="http://www.elsevier.com/xml/ja/dtd" class="author" xml:lang="en" id="ab010" view="all"><ce:section-title id="st010">Abstract</ce:section-title><ce:abstract-sec id="as010" view="all"><ce:simple-para id="sp0015" view="all">Four coordination complexes<ce:bold>ML</ce:bold>derived from an achiral Schiff base ligand (H<ce:inf loc="post">2</ce:inf>L?=?2,2′-[(1,2-ethanediyl)bis(nitrilopropylidyne)]bisphenol) have been synthesized and characterized. A method is described for the enantioselective oxidation of a series of aryl alkyl sulfides using the coordination complexes in the presence of serum albumins (SAs) in an aqueous medium at ambient temperature. The mixture of metal complexes with serum albumins is useful for inducing asymmetric catalysis. The complex, albumin source and substrate influence stereoselective sulfoxidation. At optimal pH with the appropriate oxidant, some of<ce:bold>ML</ce:bold>/SA systems are identified as very efficient catalysts, giving the corresponding sulfoxides in excellent chemical yield (up to 100%) and good enantioselectivity (up to 94%<ce:italic>ee</ce:italic>) in certain cases. UV–visible spectroscopic data provide evidence that stronger binding between the complex and serum albumin lead to higher enantioselectivity.</ce:simple-para></ce:abstract-sec></ce:abstract>]]>

Hedong Bian、Jie Tang、Pengfei Yao、Fuping Huang、Meiyi Luo、Yi Wei

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State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources (School of Chemistry and Pharmacy, Guangxi Normal University)

Guilin Normal College

2017

Tetrahedron, Asymmetry

Tetrahedron, Asymmetry

ISSN:0957-4166
年,卷(期):2017.28(12)
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