TfO/DMSO-mediated dual activation of aryl phosphinate to access various aryl phosphonates

A metal-free method for the dual activation of aryl phosphinate has been developed; the P-H and P-O bonds are sequentially activated by the Tf 2 O/DMSO system. Without the requirement of metals and unstable P-reagents, this one-pot procedure provides a convenient and practical access to a variety of...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (72), p.1817-182
Main Authors: Yue, Hui-Qi, Shi, Da-Wei, Li, Ming, Gao, Si-Qi, Sun, Mu-Xin, Zhang, Shun, Yang, Shang-Dong, Yang, Bin
Format: Article
Language:
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites
container_end_page 182
container_issue 72
container_start_page 1817
container_title Chemical communications (Cambridge, England)
container_volume 59
creator Yue, Hui-Qi
Shi, Da-Wei
Li, Ming
Gao, Si-Qi
Sun, Mu-Xin
Zhang, Shun
Yang, Shang-Dong
Yang, Bin
description A metal-free method for the dual activation of aryl phosphinate has been developed; the P-H and P-O bonds are sequentially activated by the Tf 2 O/DMSO system. Without the requirement of metals and unstable P-reagents, this one-pot procedure provides a convenient and practical access to a variety of aryl phosphonates. A mechanism involving twice generation of electrophilic P-species and two S N -processes is proposed on the basis of the control experiments. A metal-free strategy for the dual activation of aryl phosphinate to access various aryl phosphonates.
doi_str_mv 10.1039/d3cc03250g
format article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_d3cc03250g</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>d3cc03250g</sourcerecordid><originalsourceid>FETCH-rsc_primary_d3cc03250g3</originalsourceid><addsrcrecordid>eNpjYBAyNNAzNDC21E8xTk42MDYyNUhnYuA0NDYz0TU1sYhgAbFNLXXNjU1MORi4iouzDIDA0NSCkyEyJM1f38U32F83NzUlM7EkNUUhpTQxRyExuSSzLLEkMz9PIT9NIbGoMkehICO_uCAjMw-oSKEkH6giObW4WKEssSgzv7QYWUk-SEkxDwNrWmJOcSovlOZmkHVzDXH20C0qTo4vKMrMBeqIR7jXmJA8AIWgRFg</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>TfO/DMSO-mediated dual activation of aryl phosphinate to access various aryl phosphonates</title><source>Royal Society of Chemistry</source><creator>Yue, Hui-Qi ; Shi, Da-Wei ; Li, Ming ; Gao, Si-Qi ; Sun, Mu-Xin ; Zhang, Shun ; Yang, Shang-Dong ; Yang, Bin</creator><creatorcontrib>Yue, Hui-Qi ; Shi, Da-Wei ; Li, Ming ; Gao, Si-Qi ; Sun, Mu-Xin ; Zhang, Shun ; Yang, Shang-Dong ; Yang, Bin</creatorcontrib><description>A metal-free method for the dual activation of aryl phosphinate has been developed; the P-H and P-O bonds are sequentially activated by the Tf 2 O/DMSO system. Without the requirement of metals and unstable P-reagents, this one-pot procedure provides a convenient and practical access to a variety of aryl phosphonates. A mechanism involving twice generation of electrophilic P-species and two S N -processes is proposed on the basis of the control experiments. A metal-free strategy for the dual activation of aryl phosphinate to access various aryl phosphonates.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d3cc03250g</identifier><ispartof>Chemical communications (Cambridge, England), 2023-09, Vol.59 (72), p.1817-182</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></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>Yue, Hui-Qi</creatorcontrib><creatorcontrib>Shi, Da-Wei</creatorcontrib><creatorcontrib>Li, Ming</creatorcontrib><creatorcontrib>Gao, Si-Qi</creatorcontrib><creatorcontrib>Sun, Mu-Xin</creatorcontrib><creatorcontrib>Zhang, Shun</creatorcontrib><creatorcontrib>Yang, Shang-Dong</creatorcontrib><creatorcontrib>Yang, Bin</creatorcontrib><title>TfO/DMSO-mediated dual activation of aryl phosphinate to access various aryl phosphonates</title><title>Chemical communications (Cambridge, England)</title><description>A metal-free method for the dual activation of aryl phosphinate has been developed; the P-H and P-O bonds are sequentially activated by the Tf 2 O/DMSO system. Without the requirement of metals and unstable P-reagents, this one-pot procedure provides a convenient and practical access to a variety of aryl phosphonates. A mechanism involving twice generation of electrophilic P-species and two S N -processes is proposed on the basis of the control experiments. A metal-free strategy for the dual activation of aryl phosphinate to access various aryl phosphonates.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNpjYBAyNNAzNDC21E8xTk42MDYyNUhnYuA0NDYz0TU1sYhgAbFNLXXNjU1MORi4iouzDIDA0NSCkyEyJM1f38U32F83NzUlM7EkNUUhpTQxRyExuSSzLLEkMz9PIT9NIbGoMkehICO_uCAjMw-oSKEkH6giObW4WKEssSgzv7QYWUk-SEkxDwNrWmJOcSovlOZmkHVzDXH20C0qTo4vKMrMBeqIR7jXmJA8AIWgRFg</recordid><startdate>20230907</startdate><enddate>20230907</enddate><creator>Yue, Hui-Qi</creator><creator>Shi, Da-Wei</creator><creator>Li, Ming</creator><creator>Gao, Si-Qi</creator><creator>Sun, Mu-Xin</creator><creator>Zhang, Shun</creator><creator>Yang, Shang-Dong</creator><creator>Yang, Bin</creator><scope/></search><sort><creationdate>20230907</creationdate><title>TfO/DMSO-mediated dual activation of aryl phosphinate to access various aryl phosphonates</title><author>Yue, Hui-Qi ; Shi, Da-Wei ; Li, Ming ; Gao, Si-Qi ; Sun, Mu-Xin ; Zhang, Shun ; Yang, Shang-Dong ; Yang, Bin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d3cc03250g3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2023</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yue, Hui-Qi</creatorcontrib><creatorcontrib>Shi, Da-Wei</creatorcontrib><creatorcontrib>Li, Ming</creatorcontrib><creatorcontrib>Gao, Si-Qi</creatorcontrib><creatorcontrib>Sun, Mu-Xin</creatorcontrib><creatorcontrib>Zhang, Shun</creatorcontrib><creatorcontrib>Yang, Shang-Dong</creatorcontrib><creatorcontrib>Yang, Bin</creatorcontrib><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yue, Hui-Qi</au><au>Shi, Da-Wei</au><au>Li, Ming</au><au>Gao, Si-Qi</au><au>Sun, Mu-Xin</au><au>Zhang, Shun</au><au>Yang, Shang-Dong</au><au>Yang, Bin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>TfO/DMSO-mediated dual activation of aryl phosphinate to access various aryl phosphonates</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2023-09-07</date><risdate>2023</risdate><volume>59</volume><issue>72</issue><spage>1817</spage><epage>182</epage><pages>1817-182</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>A metal-free method for the dual activation of aryl phosphinate has been developed; the P-H and P-O bonds are sequentially activated by the Tf 2 O/DMSO system. Without the requirement of metals and unstable P-reagents, this one-pot procedure provides a convenient and practical access to a variety of aryl phosphonates. A mechanism involving twice generation of electrophilic P-species and two S N -processes is proposed on the basis of the control experiments. A metal-free strategy for the dual activation of aryl phosphinate to access various aryl phosphonates.</abstract><doi>10.1039/d3cc03250g</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2023-09, Vol.59 (72), p.1817-182
issn 1359-7345
1364-548X
language
recordid cdi_rsc_primary_d3cc03250g
source Royal Society of Chemistry
title TfO/DMSO-mediated dual activation of aryl phosphinate to access various aryl phosphonates
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-20T17%3A12%3A33IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=TfO/DMSO-mediated%20dual%20activation%20of%20aryl%20phosphinate%20to%20access%20various%20aryl%20phosphonates&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Yue,%20Hui-Qi&rft.date=2023-09-07&rft.volume=59&rft.issue=72&rft.spage=1817&rft.epage=182&rft.pages=1817-182&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/d3cc03250g&rft_dat=%3Crsc%3Ed3cc03250g%3C/rsc%3E%3Cgrp_id%3Ecdi_FETCH-rsc_primary_d3cc03250g3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true