A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins via harvesting direct solar energy
Selective cleavage of CC bonds is highly important for the synthesis of carbonyl containing fine chemicals and pharmaceuticals. Novel methodologies such as ozonolysis reactions, Lemieux–Johnson oxidation reaction etc . already exist. Parallel to these, catalytic methods using homogeneous catalysts...
Gespeichert in:
Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2020-01, Vol.22 (14), p.4516-4522 |
---|---|
Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 4522 |
---|---|
container_issue | 14 |
container_start_page | 4516 |
container_title | Green chemistry : an international journal and green chemistry resource : GC |
container_volume | 22 |
creator | Zhang, Yu Hatami, Nareh Lange, Niklas Simon Ronge, Emanuel Schilling, Waldemar Jooss, Christian Das, Shoubhik |
description | Selective cleavage of CC bonds is highly important for the synthesis of carbonyl containing fine chemicals and pharmaceuticals. Novel methodologies such as ozonolysis reactions, Lemieux–Johnson oxidation reaction etc . already exist. Parallel to these, catalytic methods using homogeneous catalysts also have been discovered. Considering the various advantages of heterogeneous catalysts such as recyclability and stability, couple of transition metal-based heterogeneous catalysts have been applied for this reaction. However, the pharmaceutical industries prefer to use metal-free catalysts (especially transition metal-free) to avoid further leaching in the final products. This is for sure a big challenge to an organic chemist and to the pharmaceutical industries! To make this feasible, a mild and efficient protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalysts to convert various olefins into the corresponding carbonyls. Later, this catalyst has been applied in the gram scale synthesis of pharmaceutical drugs using direct solar energy. Detailed mechanistic studies revealed the actual role of oxygen, the catalyst, and the light source. |
doi_str_mv | 10.1039/D0GC01187H |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2424990743</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2424990743</sourcerecordid><originalsourceid>FETCH-LOGICAL-c226t-e4be2fb13ab554502cfbab2bc1cdd7c1f3c0dc6791b8f38000c09276eec32ca23</originalsourceid><addsrcrecordid>eNpFUMtOwzAQtBBIlMKFL1iJG1LAjzRpjlWAFgmJC5wj21mnrtK42GlEb_AF_CnfgKEITjvaHc3MDiHnjF4xKorrGzovKWPTfHFARizNRFLwnB7-4Ywfk5MQVjSS8iwdkY8ZrLGXbWI8IiyxR-8a7NBtA2yWrndaxusu9GCch36JELBF3dsBwb3aWv4g3aIcZBNXBsrPt_cSlOvqALYD6XctuBaN7QIMVsJS-gFDb7sGauujFATXSg_R1De7U3JkZBvw7HeOyfPd7VO5SB4e5_fl7CHRnGd9gqlCbhQTUk0m6YRybZRUXGmm6zrXzAhNa53lBVNTI6aUUk1jExmiFlxLLsbkYq-78e5lG_NUK7f1XbSseMrToqB5KiLrcs_S3oXg0VQbb9fxpYrR6rvw6r9w8QWc3ncG</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2424990743</pqid></control><display><type>article</type><title>A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins via harvesting direct solar energy</title><source>Royal Society Of Chemistry Journals</source><source>Alma/SFX Local Collection</source><creator>Zhang, Yu ; Hatami, Nareh ; Lange, Niklas Simon ; Ronge, Emanuel ; Schilling, Waldemar ; Jooss, Christian ; Das, Shoubhik</creator><creatorcontrib>Zhang, Yu ; Hatami, Nareh ; Lange, Niklas Simon ; Ronge, Emanuel ; Schilling, Waldemar ; Jooss, Christian ; Das, Shoubhik</creatorcontrib><description>Selective cleavage of CC bonds is highly important for the synthesis of carbonyl containing fine chemicals and pharmaceuticals. Novel methodologies such as ozonolysis reactions, Lemieux–Johnson oxidation reaction etc . already exist. Parallel to these, catalytic methods using homogeneous catalysts also have been discovered. Considering the various advantages of heterogeneous catalysts such as recyclability and stability, couple of transition metal-based heterogeneous catalysts have been applied for this reaction. However, the pharmaceutical industries prefer to use metal-free catalysts (especially transition metal-free) to avoid further leaching in the final products. This is for sure a big challenge to an organic chemist and to the pharmaceutical industries! To make this feasible, a mild and efficient protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalysts to convert various olefins into the corresponding carbonyls. Later, this catalyst has been applied in the gram scale synthesis of pharmaceutical drugs using direct solar energy. Detailed mechanistic studies revealed the actual role of oxygen, the catalyst, and the light source.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/D0GC01187H</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Alkenes ; Aromatic compounds ; Carbon nitride ; Carbonyl compounds ; Carbonyls ; Catalysts ; Cleavage ; Energy harvesting ; Fine chemicals ; Green chemistry ; Leaching ; Light sources ; Metals ; NMR ; Nuclear magnetic resonance ; Optimization ; Oxidation ; Pharmaceuticals ; Photocatalysts ; Recyclability ; Solar energy ; Transition metals</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2020-01, Vol.22 (14), p.4516-4522</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c226t-e4be2fb13ab554502cfbab2bc1cdd7c1f3c0dc6791b8f38000c09276eec32ca23</citedby><cites>FETCH-LOGICAL-c226t-e4be2fb13ab554502cfbab2bc1cdd7c1f3c0dc6791b8f38000c09276eec32ca23</cites><orcidid>0000-0001-9102-3707</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Zhang, Yu</creatorcontrib><creatorcontrib>Hatami, Nareh</creatorcontrib><creatorcontrib>Lange, Niklas Simon</creatorcontrib><creatorcontrib>Ronge, Emanuel</creatorcontrib><creatorcontrib>Schilling, Waldemar</creatorcontrib><creatorcontrib>Jooss, Christian</creatorcontrib><creatorcontrib>Das, Shoubhik</creatorcontrib><title>A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins via harvesting direct solar energy</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>Selective cleavage of CC bonds is highly important for the synthesis of carbonyl containing fine chemicals and pharmaceuticals. Novel methodologies such as ozonolysis reactions, Lemieux–Johnson oxidation reaction etc . already exist. Parallel to these, catalytic methods using homogeneous catalysts also have been discovered. Considering the various advantages of heterogeneous catalysts such as recyclability and stability, couple of transition metal-based heterogeneous catalysts have been applied for this reaction. However, the pharmaceutical industries prefer to use metal-free catalysts (especially transition metal-free) to avoid further leaching in the final products. This is for sure a big challenge to an organic chemist and to the pharmaceutical industries! To make this feasible, a mild and efficient protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalysts to convert various olefins into the corresponding carbonyls. Later, this catalyst has been applied in the gram scale synthesis of pharmaceutical drugs using direct solar energy. Detailed mechanistic studies revealed the actual role of oxygen, the catalyst, and the light source.</description><subject>Alkenes</subject><subject>Aromatic compounds</subject><subject>Carbon nitride</subject><subject>Carbonyl compounds</subject><subject>Carbonyls</subject><subject>Catalysts</subject><subject>Cleavage</subject><subject>Energy harvesting</subject><subject>Fine chemicals</subject><subject>Green chemistry</subject><subject>Leaching</subject><subject>Light sources</subject><subject>Metals</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Optimization</subject><subject>Oxidation</subject><subject>Pharmaceuticals</subject><subject>Photocatalysts</subject><subject>Recyclability</subject><subject>Solar energy</subject><subject>Transition metals</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpFUMtOwzAQtBBIlMKFL1iJG1LAjzRpjlWAFgmJC5wj21mnrtK42GlEb_AF_CnfgKEITjvaHc3MDiHnjF4xKorrGzovKWPTfHFARizNRFLwnB7-4Ywfk5MQVjSS8iwdkY8ZrLGXbWI8IiyxR-8a7NBtA2yWrndaxusu9GCch36JELBF3dsBwb3aWv4g3aIcZBNXBsrPt_cSlOvqALYD6XctuBaN7QIMVsJS-gFDb7sGauujFATXSg_R1De7U3JkZBvw7HeOyfPd7VO5SB4e5_fl7CHRnGd9gqlCbhQTUk0m6YRybZRUXGmm6zrXzAhNa53lBVNTI6aUUk1jExmiFlxLLsbkYq-78e5lG_NUK7f1XbSseMrToqB5KiLrcs_S3oXg0VQbb9fxpYrR6rvw6r9w8QWc3ncG</recordid><startdate>20200101</startdate><enddate>20200101</enddate><creator>Zhang, Yu</creator><creator>Hatami, Nareh</creator><creator>Lange, Niklas Simon</creator><creator>Ronge, Emanuel</creator><creator>Schilling, Waldemar</creator><creator>Jooss, Christian</creator><creator>Das, Shoubhik</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7ST</scope><scope>7U6</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0001-9102-3707</orcidid></search><sort><creationdate>20200101</creationdate><title>A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins via harvesting direct solar energy</title><author>Zhang, Yu ; Hatami, Nareh ; Lange, Niklas Simon ; Ronge, Emanuel ; Schilling, Waldemar ; Jooss, Christian ; Das, Shoubhik</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c226t-e4be2fb13ab554502cfbab2bc1cdd7c1f3c0dc6791b8f38000c09276eec32ca23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alkenes</topic><topic>Aromatic compounds</topic><topic>Carbon nitride</topic><topic>Carbonyl compounds</topic><topic>Carbonyls</topic><topic>Catalysts</topic><topic>Cleavage</topic><topic>Energy harvesting</topic><topic>Fine chemicals</topic><topic>Green chemistry</topic><topic>Leaching</topic><topic>Light sources</topic><topic>Metals</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Optimization</topic><topic>Oxidation</topic><topic>Pharmaceuticals</topic><topic>Photocatalysts</topic><topic>Recyclability</topic><topic>Solar energy</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Yu</creatorcontrib><creatorcontrib>Hatami, Nareh</creatorcontrib><creatorcontrib>Lange, Niklas Simon</creatorcontrib><creatorcontrib>Ronge, Emanuel</creatorcontrib><creatorcontrib>Schilling, Waldemar</creatorcontrib><creatorcontrib>Jooss, Christian</creatorcontrib><creatorcontrib>Das, Shoubhik</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</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, Yu</au><au>Hatami, Nareh</au><au>Lange, Niklas Simon</au><au>Ronge, Emanuel</au><au>Schilling, Waldemar</au><au>Jooss, Christian</au><au>Das, Shoubhik</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins via harvesting direct solar energy</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2020-01-01</date><risdate>2020</risdate><volume>22</volume><issue>14</issue><spage>4516</spage><epage>4522</epage><pages>4516-4522</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>Selective cleavage of CC bonds is highly important for the synthesis of carbonyl containing fine chemicals and pharmaceuticals. Novel methodologies such as ozonolysis reactions, Lemieux–Johnson oxidation reaction etc . already exist. Parallel to these, catalytic methods using homogeneous catalysts also have been discovered. Considering the various advantages of heterogeneous catalysts such as recyclability and stability, couple of transition metal-based heterogeneous catalysts have been applied for this reaction. However, the pharmaceutical industries prefer to use metal-free catalysts (especially transition metal-free) to avoid further leaching in the final products. This is for sure a big challenge to an organic chemist and to the pharmaceutical industries! To make this feasible, a mild and efficient protocol has been developed using polymeric carbon nitrides (PCN) as metal-free heterogeneous photocatalysts to convert various olefins into the corresponding carbonyls. Later, this catalyst has been applied in the gram scale synthesis of pharmaceutical drugs using direct solar energy. Detailed mechanistic studies revealed the actual role of oxygen, the catalyst, and the light source.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D0GC01187H</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0001-9102-3707</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1463-9262 |
ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2020-01, Vol.22 (14), p.4516-4522 |
issn | 1463-9262 1463-9270 |
language | eng |
recordid | cdi_proquest_journals_2424990743 |
source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
subjects | Alkenes Aromatic compounds Carbon nitride Carbonyl compounds Carbonyls Catalysts Cleavage Energy harvesting Fine chemicals Green chemistry Leaching Light sources Metals NMR Nuclear magnetic resonance Optimization Oxidation Pharmaceuticals Photocatalysts Recyclability Solar energy Transition metals |
title | A metal-free heterogeneous photocatalyst for the selective oxidative cleavage of CC bonds in aryl olefins via harvesting direct solar energy |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T17%3A30%3A40IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=A%20metal-free%20heterogeneous%20photocatalyst%20for%20the%20selective%20oxidative%20cleavage%20of%20C%EE%80%81C%20bonds%20in%20aryl%20olefins%20via%20harvesting%20direct%20solar%20energy&rft.jtitle=Green%20chemistry%20:%20an%20international%20journal%20and%20green%20chemistry%20resource%20:%20GC&rft.au=Zhang,%20Yu&rft.date=2020-01-01&rft.volume=22&rft.issue=14&rft.spage=4516&rft.epage=4522&rft.pages=4516-4522&rft.issn=1463-9262&rft.eissn=1463-9270&rft_id=info:doi/10.1039/D0GC01187H&rft_dat=%3Cproquest_cross%3E2424990743%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2424990743&rft_id=info:pmid/&rfr_iscdi=true |