An extremely stable and highly active periodic mesoporous Lewis acid catalyst in water-medium Mukaiyama-aldol reaction
A periodic mesoporous Lewis acid catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-PMO) was synthesized through chelating scandium triflate (Sc(OTf) sub(3)) with sodium benzenesulfonate-functionalized periodic mesoporous silica (PhSO sub(3)Na-Ph-PMO). Compared with homogeneous catalyst Sc(OTf) sub(3) and mesopo...
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| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2013-01, Vol.15 (10), p.2865-2871 |
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| container_title | Green chemistry : an international journal and green chemistry resource : GC |
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| creator | Zhang, Fang Liang, Chao Chen, Mingzheng Guo, Haibing Jiang, Huangyong Li, Hexing |
| description | A periodic mesoporous Lewis acid catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-PMO) was synthesized through chelating scandium triflate (Sc(OTf) sub(3)) with sodium benzenesulfonate-functionalized periodic mesoporous silica (PhSO sub(3)Na-Ph-PMO). Compared with homogeneous catalyst Sc(OTf) sub(3) and mesoporous SBA-15-supported scandium triflate catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-SBA- 15), it exhibited superior catalytic activity and selectivity in water-medium Mukaiyama-aldol reaction. Hydrophobicity tests and substrate adsorption experiments demonstrated that its unique catalytic performance was related to the combined advantage of mesoporosity and hydrophobic microenvironment, which effectively stabilized and concentrated the substances as well as decreased intrinsic mass transfer resistance. Noted that the periodically arranged Lewis acids in the mesoporous silica framework inhibited the active sites leaching, leading to its high catalytic recyclability with almost unchanged catalytic efficiency for more than 10 times in water media. |
| doi_str_mv | 10.1039/c3gc41020j |
| format | Article |
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Compared with homogeneous catalyst Sc(OTf) sub(3) and mesoporous SBA-15-supported scandium triflate catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-SBA- 15), it exhibited superior catalytic activity and selectivity in water-medium Mukaiyama-aldol reaction. Hydrophobicity tests and substrate adsorption experiments demonstrated that its unique catalytic performance was related to the combined advantage of mesoporosity and hydrophobic microenvironment, which effectively stabilized and concentrated the substances as well as decreased intrinsic mass transfer resistance. Noted that the periodically arranged Lewis acids in the mesoporous silica framework inhibited the active sites leaching, leading to its high catalytic recyclability with almost unchanged catalytic efficiency for more than 10 times in water media.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/c3gc41020j</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Catalysis ; Catalysts ; Catalytic reactions ; Chemistry ; Exact sciences and technology ; General and physical chemistry ; Hydrophobicity ; Leaching ; Lewis acid ; Scandium ; Silicon dioxide ; Sodium ; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2013-01, Vol.15 (10), p.2865-2871</ispartof><rights>2014 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c393t-9f69379d967bd7652c40960c3efccb3f3fed9bd421929730911309f8344774703</citedby><cites>FETCH-LOGICAL-c393t-9f69379d967bd7652c40960c3efccb3f3fed9bd421929730911309f8344774703</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=27774282$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhang, Fang</creatorcontrib><creatorcontrib>Liang, Chao</creatorcontrib><creatorcontrib>Chen, Mingzheng</creatorcontrib><creatorcontrib>Guo, Haibing</creatorcontrib><creatorcontrib>Jiang, Huangyong</creatorcontrib><creatorcontrib>Li, Hexing</creatorcontrib><title>An extremely stable and highly active periodic mesoporous Lewis acid catalyst in water-medium Mukaiyama-aldol reaction</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>A periodic mesoporous Lewis acid catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-PMO) was synthesized through chelating scandium triflate (Sc(OTf) sub(3)) with sodium benzenesulfonate-functionalized periodic mesoporous silica (PhSO sub(3)Na-Ph-PMO). Compared with homogeneous catalyst Sc(OTf) sub(3) and mesoporous SBA-15-supported scandium triflate catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-SBA- 15), it exhibited superior catalytic activity and selectivity in water-medium Mukaiyama-aldol reaction. Hydrophobicity tests and substrate adsorption experiments demonstrated that its unique catalytic performance was related to the combined advantage of mesoporosity and hydrophobic microenvironment, which effectively stabilized and concentrated the substances as well as decreased intrinsic mass transfer resistance. Noted that the periodically arranged Lewis acids in the mesoporous silica framework inhibited the active sites leaching, leading to its high catalytic recyclability with almost unchanged catalytic efficiency for more than 10 times in water media.</description><subject>Catalysis</subject><subject>Catalysts</subject><subject>Catalytic reactions</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>General and physical chemistry</subject><subject>Hydrophobicity</subject><subject>Leaching</subject><subject>Lewis acid</subject><subject>Scandium</subject><subject>Silicon dioxide</subject><subject>Sodium</subject><subject>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqFkU1LAzEQhhdRsFYv_oJcBBFW89WkOZbiF1S86HnJJrNtavbDZLd1_71bWurRy8wwPPPyDm-SXBN8TzBTD4YtDSeY4vVJMiJcsFRRiU-Ps6DnyUWMa4wJkYKPks2sQvDTBijB9yi2OveAdGXRyi1Xw0ab1m0ANRBcbZ1BJcS6qUPdRbSArYsD4CwyutW-jy1yFdrqFkJagnVdid66L-16XepUe1t7FGAnWFeXyVmhfYSrQx8nn0-PH_OXdPH-_DqfLVLDFGtTVQjFpLJKyNxKMaGGYyWwYVAYk7OCFWBVbjkliirJsCJkKMWUcS4ll5iNk9u9bhPq7w5im5UuGvBeVzD8kBEhyUROFSP_o5wzJuRgaEDv9qgJdYwBiqwJrtShzwjOdjlkfzkM8M1BV0ejfRF0ZVw8XlA5OKVTyn4BdHCImw</recordid><startdate>20130101</startdate><enddate>20130101</enddate><creator>Zhang, Fang</creator><creator>Liang, Chao</creator><creator>Chen, Mingzheng</creator><creator>Guo, Haibing</creator><creator>Jiang, Huangyong</creator><creator>Li, Hexing</creator><general>Royal Society of Chemistry</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20130101</creationdate><title>An extremely stable and highly active periodic mesoporous Lewis acid catalyst in water-medium Mukaiyama-aldol reaction</title><author>Zhang, Fang ; Liang, Chao ; Chen, Mingzheng ; Guo, Haibing ; Jiang, Huangyong ; Li, Hexing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c393t-9f69379d967bd7652c40960c3efccb3f3fed9bd421929730911309f8344774703</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Catalysis</topic><topic>Catalysts</topic><topic>Catalytic reactions</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>General and physical chemistry</topic><topic>Hydrophobicity</topic><topic>Leaching</topic><topic>Lewis acid</topic><topic>Scandium</topic><topic>Silicon dioxide</topic><topic>Sodium</topic><topic>Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Fang</creatorcontrib><creatorcontrib>Liang, Chao</creatorcontrib><creatorcontrib>Chen, Mingzheng</creatorcontrib><creatorcontrib>Guo, Haibing</creatorcontrib><creatorcontrib>Jiang, Huangyong</creatorcontrib><creatorcontrib>Li, Hexing</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Fang</au><au>Liang, Chao</au><au>Chen, Mingzheng</au><au>Guo, Haibing</au><au>Jiang, Huangyong</au><au>Li, Hexing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An extremely stable and highly active periodic mesoporous Lewis acid catalyst in water-medium Mukaiyama-aldol reaction</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2013-01-01</date><risdate>2013</risdate><volume>15</volume><issue>10</issue><spage>2865</spage><epage>2871</epage><pages>2865-2871</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>A periodic mesoporous Lewis acid catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-PMO) was synthesized through chelating scandium triflate (Sc(OTf) sub(3)) with sodium benzenesulfonate-functionalized periodic mesoporous silica (PhSO sub(3)Na-Ph-PMO). Compared with homogeneous catalyst Sc(OTf) sub(3) and mesoporous SBA-15-supported scandium triflate catalyst ((OTf) sub(2)Sc-SO sub(3)-Ph-SBA- 15), it exhibited superior catalytic activity and selectivity in water-medium Mukaiyama-aldol reaction. Hydrophobicity tests and substrate adsorption experiments demonstrated that its unique catalytic performance was related to the combined advantage of mesoporosity and hydrophobic microenvironment, which effectively stabilized and concentrated the substances as well as decreased intrinsic mass transfer resistance. Noted that the periodically arranged Lewis acids in the mesoporous silica framework inhibited the active sites leaching, leading to its high catalytic recyclability with almost unchanged catalytic efficiency for more than 10 times in water media.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c3gc41020j</doi><tpages>7</tpages></addata></record> |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Catalysis Catalysts Catalytic reactions Chemistry Exact sciences and technology General and physical chemistry Hydrophobicity Leaching Lewis acid Scandium Silicon dioxide Sodium Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry |
| title | An extremely stable and highly active periodic mesoporous Lewis acid catalyst in water-medium Mukaiyama-aldol reaction |
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