Mechanoredox Enabled the Difunctionalization of Unactivated Alkenes via Distal Functional Group Migration
A novel mechanochemical method was proposed to achieve a radical-mediated carbotrifluoromethylation of unactivated alkenes by merging piezoelectric materials BaTiO3 and ball milling, which has significant advantages, such as ease of handling, recyclable catalysts, air compatibility, and less solvent...
Gespeichert in:
Veröffentlicht in: | ACS sustainable chemistry & engineering 2023-12, Vol.11 (50), p.17816-17825 |
---|---|
Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 17825 |
---|---|
container_issue | 50 |
container_start_page | 17816 |
container_title | ACS sustainable chemistry & engineering |
container_volume | 11 |
creator | Niu, Sheng-Li Yuan, Wen Gong, Xue Bao, Bo Wu, Zhi-Wen Xu, Bo Zeng, Rong Yang, Qing-Wu Ouyang, Qin |
description | A novel mechanochemical method was proposed to achieve a radical-mediated carbotrifluoromethylation of unactivated alkenes by merging piezoelectric materials BaTiO3 and ball milling, which has significant advantages, such as ease of handling, recyclable catalysts, air compatibility, and less solvent consumption. In addition to its wide substrate applicability, this method has also been proven to be a robust and green approach through an up-scaled experiment, catalyst recycling experiment, and green chemistry metrics analysis. The efficient and sustainable mechanoredox strategy is first used for a multiple cascade radical reaction and provides green and rapid access to the difunctionalized fluorine-containing ketone scaffolds. |
doi_str_mv | 10.1021/acssuschemeng.3c06118 |
format | Article |
fullrecord | <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acssuschemeng_3c06118</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>h07110607</sourcerecordid><originalsourceid>FETCH-LOGICAL-a295t-db30c63bbed34fd0bd692c5ae4ec55887cf8f29aa20eaf5af8ebab307144c4713</originalsourceid><addsrcrecordid>eNqFkN1OAjEQhRujiQR5BJO-wGLb_eteEgQ0gXgj15vZ7hSKy5a0u0R9eosQo1fOzZzMnG-SOYTcczbmTPAHUN73Xm1xj-1mHCuWcS6vyEDwTEYsken1L31LRt7vWKiiiIXkA2JWqLbQWoe1faezFqoGa9ptkT4a3beqM7aFxnzCSVCr6bqFMDxCF2yT5g1b9PRoINh9Bw2d_zB04Wx_oCuzcd_wHbnR0HgcXfqQrOez1-lTtHxZPE8nywhEkXZRXcVMZXFVYR0numZVnRVCpYAJqjSVMldaalEACIagU9ASKwhMzpNEJTmPhyQ931XOeu9Qlwdn9uA-Ss7KU2Tln8jKS2SB42curMud7V34wf_DfAE9pHfu</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Mechanoredox Enabled the Difunctionalization of Unactivated Alkenes via Distal Functional Group Migration</title><source>ACS Publications</source><creator>Niu, Sheng-Li ; Yuan, Wen ; Gong, Xue ; Bao, Bo ; Wu, Zhi-Wen ; Xu, Bo ; Zeng, Rong ; Yang, Qing-Wu ; Ouyang, Qin</creator><creatorcontrib>Niu, Sheng-Li ; Yuan, Wen ; Gong, Xue ; Bao, Bo ; Wu, Zhi-Wen ; Xu, Bo ; Zeng, Rong ; Yang, Qing-Wu ; Ouyang, Qin</creatorcontrib><description>A novel mechanochemical method was proposed to achieve a radical-mediated carbotrifluoromethylation of unactivated alkenes by merging piezoelectric materials BaTiO3 and ball milling, which has significant advantages, such as ease of handling, recyclable catalysts, air compatibility, and less solvent consumption. In addition to its wide substrate applicability, this method has also been proven to be a robust and green approach through an up-scaled experiment, catalyst recycling experiment, and green chemistry metrics analysis. The efficient and sustainable mechanoredox strategy is first used for a multiple cascade radical reaction and provides green and rapid access to the difunctionalized fluorine-containing ketone scaffolds.</description><identifier>ISSN: 2168-0485</identifier><identifier>EISSN: 2168-0485</identifier><identifier>DOI: 10.1021/acssuschemeng.3c06118</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>ACS sustainable chemistry & engineering, 2023-12, Vol.11 (50), p.17816-17825</ispartof><rights>2023 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a295t-db30c63bbed34fd0bd692c5ae4ec55887cf8f29aa20eaf5af8ebab307144c4713</citedby><cites>FETCH-LOGICAL-a295t-db30c63bbed34fd0bd692c5ae4ec55887cf8f29aa20eaf5af8ebab307144c4713</cites><orcidid>0000-0001-6374-9404 ; 0000-0002-1161-5102</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acssuschemeng.3c06118$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acssuschemeng.3c06118$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids></links><search><creatorcontrib>Niu, Sheng-Li</creatorcontrib><creatorcontrib>Yuan, Wen</creatorcontrib><creatorcontrib>Gong, Xue</creatorcontrib><creatorcontrib>Bao, Bo</creatorcontrib><creatorcontrib>Wu, Zhi-Wen</creatorcontrib><creatorcontrib>Xu, Bo</creatorcontrib><creatorcontrib>Zeng, Rong</creatorcontrib><creatorcontrib>Yang, Qing-Wu</creatorcontrib><creatorcontrib>Ouyang, Qin</creatorcontrib><title>Mechanoredox Enabled the Difunctionalization of Unactivated Alkenes via Distal Functional Group Migration</title><title>ACS sustainable chemistry & engineering</title><addtitle>ACS Sustainable Chem. Eng</addtitle><description>A novel mechanochemical method was proposed to achieve a radical-mediated carbotrifluoromethylation of unactivated alkenes by merging piezoelectric materials BaTiO3 and ball milling, which has significant advantages, such as ease of handling, recyclable catalysts, air compatibility, and less solvent consumption. In addition to its wide substrate applicability, this method has also been proven to be a robust and green approach through an up-scaled experiment, catalyst recycling experiment, and green chemistry metrics analysis. The efficient and sustainable mechanoredox strategy is first used for a multiple cascade radical reaction and provides green and rapid access to the difunctionalized fluorine-containing ketone scaffolds.</description><issn>2168-0485</issn><issn>2168-0485</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqFkN1OAjEQhRujiQR5BJO-wGLb_eteEgQ0gXgj15vZ7hSKy5a0u0R9eosQo1fOzZzMnG-SOYTcczbmTPAHUN73Xm1xj-1mHCuWcS6vyEDwTEYsken1L31LRt7vWKiiiIXkA2JWqLbQWoe1faezFqoGa9ptkT4a3beqM7aFxnzCSVCr6bqFMDxCF2yT5g1b9PRoINh9Bw2d_zB04Wx_oCuzcd_wHbnR0HgcXfqQrOez1-lTtHxZPE8nywhEkXZRXcVMZXFVYR0numZVnRVCpYAJqjSVMldaalEACIagU9ASKwhMzpNEJTmPhyQ931XOeu9Qlwdn9uA-Ss7KU2Tln8jKS2SB42curMud7V34wf_DfAE9pHfu</recordid><startdate>20231218</startdate><enddate>20231218</enddate><creator>Niu, Sheng-Li</creator><creator>Yuan, Wen</creator><creator>Gong, Xue</creator><creator>Bao, Bo</creator><creator>Wu, Zhi-Wen</creator><creator>Xu, Bo</creator><creator>Zeng, Rong</creator><creator>Yang, Qing-Wu</creator><creator>Ouyang, Qin</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-6374-9404</orcidid><orcidid>https://orcid.org/0000-0002-1161-5102</orcidid></search><sort><creationdate>20231218</creationdate><title>Mechanoredox Enabled the Difunctionalization of Unactivated Alkenes via Distal Functional Group Migration</title><author>Niu, Sheng-Li ; Yuan, Wen ; Gong, Xue ; Bao, Bo ; Wu, Zhi-Wen ; Xu, Bo ; Zeng, Rong ; Yang, Qing-Wu ; Ouyang, Qin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a295t-db30c63bbed34fd0bd692c5ae4ec55887cf8f29aa20eaf5af8ebab307144c4713</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Niu, Sheng-Li</creatorcontrib><creatorcontrib>Yuan, Wen</creatorcontrib><creatorcontrib>Gong, Xue</creatorcontrib><creatorcontrib>Bao, Bo</creatorcontrib><creatorcontrib>Wu, Zhi-Wen</creatorcontrib><creatorcontrib>Xu, Bo</creatorcontrib><creatorcontrib>Zeng, Rong</creatorcontrib><creatorcontrib>Yang, Qing-Wu</creatorcontrib><creatorcontrib>Ouyang, Qin</creatorcontrib><collection>CrossRef</collection><jtitle>ACS sustainable chemistry & engineering</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Niu, Sheng-Li</au><au>Yuan, Wen</au><au>Gong, Xue</au><au>Bao, Bo</au><au>Wu, Zhi-Wen</au><au>Xu, Bo</au><au>Zeng, Rong</au><au>Yang, Qing-Wu</au><au>Ouyang, Qin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mechanoredox Enabled the Difunctionalization of Unactivated Alkenes via Distal Functional Group Migration</atitle><jtitle>ACS sustainable chemistry & engineering</jtitle><addtitle>ACS Sustainable Chem. Eng</addtitle><date>2023-12-18</date><risdate>2023</risdate><volume>11</volume><issue>50</issue><spage>17816</spage><epage>17825</epage><pages>17816-17825</pages><issn>2168-0485</issn><eissn>2168-0485</eissn><abstract>A novel mechanochemical method was proposed to achieve a radical-mediated carbotrifluoromethylation of unactivated alkenes by merging piezoelectric materials BaTiO3 and ball milling, which has significant advantages, such as ease of handling, recyclable catalysts, air compatibility, and less solvent consumption. In addition to its wide substrate applicability, this method has also been proven to be a robust and green approach through an up-scaled experiment, catalyst recycling experiment, and green chemistry metrics analysis. The efficient and sustainable mechanoredox strategy is first used for a multiple cascade radical reaction and provides green and rapid access to the difunctionalized fluorine-containing ketone scaffolds.</abstract><pub>American Chemical Society</pub><doi>10.1021/acssuschemeng.3c06118</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-6374-9404</orcidid><orcidid>https://orcid.org/0000-0002-1161-5102</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 2168-0485 |
ispartof | ACS sustainable chemistry & engineering, 2023-12, Vol.11 (50), p.17816-17825 |
issn | 2168-0485 2168-0485 |
language | eng |
recordid | cdi_crossref_primary_10_1021_acssuschemeng_3c06118 |
source | ACS Publications |
title | Mechanoredox Enabled the Difunctionalization of Unactivated Alkenes via Distal Functional Group Migration |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-10T14%3A16%3A40IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Mechanoredox%20Enabled%20the%20Difunctionalization%20of%20Unactivated%20Alkenes%20via%20Distal%20Functional%20Group%20Migration&rft.jtitle=ACS%20sustainable%20chemistry%20&%20engineering&rft.au=Niu,%20Sheng-Li&rft.date=2023-12-18&rft.volume=11&rft.issue=50&rft.spage=17816&rft.epage=17825&rft.pages=17816-17825&rft.issn=2168-0485&rft.eissn=2168-0485&rft_id=info:doi/10.1021/acssuschemeng.3c06118&rft_dat=%3Cacs_cross%3Eh07110607%3C/acs_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |