{"title":"Chiral enantiopure organosilane precursors for the synthesis of periodic mesoporous organosilicas","authors":"Orit Cohen, Raed Abu-Reziq, Dmitri Gelman","doi":"10.1016/j.tetasy.2017.10.032","DOIUrl":null,"url":null,"abstract":"<div><p><span><span><span><span><span>The manuscript describes synthesis of new chiral organosilica networks starting from modified readily available enantiopure substances such as sugars and </span>amino acids. We report on the successful preparation of robust all-chiral organosilicas by polymerization of the homochiral </span>monomers<span>. When the homochiral organosilane monomers were polymerized in mixtures of polar organic solvents<span> and water in the presence of hydrochloric acid<span> or tetrabutylammonium fluoride as catalysts, mainly spherical </span></span></span></span>microparticles were obtained due to </span>emulsification<span><span> of the hydrophobic monomers in these mixtures. Polycondensation of the chiral organosilanes in the presence of </span>Pluronic<span> P123 as a template produced ordered mesoporous networks. The new all-chiral materials were characterized by SEM, </span></span></span>STEM<span>, BET, SAXS, IR, NMR and TGA.</span></p></div>","PeriodicalId":22237,"journal":{"name":"Tetrahedron, asymmetry","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2017-12-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/j.tetasy.2017.10.032","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron, asymmetry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0957416617302367","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"Chemistry","Score":null,"Total":0}
引用次数: 4
Abstract
The manuscript describes synthesis of new chiral organosilica networks starting from modified readily available enantiopure substances such as sugars and amino acids. We report on the successful preparation of robust all-chiral organosilicas by polymerization of the homochiral monomers. When the homochiral organosilane monomers were polymerized in mixtures of polar organic solvents and water in the presence of hydrochloric acid or tetrabutylammonium fluoride as catalysts, mainly spherical microparticles were obtained due to emulsification of the hydrophobic monomers in these mixtures. Polycondensation of the chiral organosilanes in the presence of Pluronic P123 as a template produced ordered mesoporous networks. The new all-chiral materials were characterized by SEM, STEM, BET, SAXS, IR, NMR and TGA.
期刊介绍：
Cessation. Tetrahedron: Asymmetry presents experimental or theoretical research results of outstanding significance and timeliness on asymmetry in organic, inorganic, organometallic and physical chemistry, as well as its application to related disciplines, especially bio-organic chemistry.
The journal publishes critical reviews, original research articles and preliminary communications dealing with all aspects of the chemical, physical and theoretical properties of non-racemic organic and inorganic materials and processes. Topics relevant to the journal include: the physico-chemical and biological properties of enantiomers; strategies and methodologies of asymmetric synthesis; resolution; chirality recognition and enhancement; analytical techniques for assessing enantiomeric purity and the unambiguous determination of absolute configuration; and molecular graphics and modelling methods for interpreting and predicting asymmetric phenomena. Papers describing the synthesis or properties of non-racemic molecules will be required to include a separate statement in the form of a Stereochemistry Abstract, for publication in the same issue, of the criteria used for the assignment of configuration and enantiomeric purity.
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