Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate

Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate

Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the tr...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Canadian journal of chemistry 2000-11, Vol.78 (11), p.1479-1483
Hauptverfasser: Bassindale, Alan R, Katampe, Ibrahim, Taylor, Peter G
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes
Chemical bonds
Chemistry
Chlorine
Organometallic compounds
Silicon
Silicon compounds
Sulfates
Sulfur
Sulphur compounds
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1483
container_issue 11
container_start_page 1479
container_title Canadian journal of chemistry
container_volume 78
creator Bassindale, Alan R
Katampe, Ibrahim
Taylor, Peter G
description Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the trimethylchlorosilane is not removed, sultones are formed and a possible explanation of this behaviour is given.Key words: silicon, vinylsilanes, cyclic sulfate, phenyliodosulfate.
doi_str_mv 10.1139/v00-050
format Article
fullrecord <record><control><sourceid>proquest_nrcre</sourceid><recordid>TN_cdi_nrcresearch_primary_10_1139_v00_050</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>65091936</sourcerecordid><originalsourceid>FETCH-LOGICAL-c301t-357d4a4043985ce1e53dab545c9e2d733ff6296e346819db53265da2f27293783</originalsourceid><addsrcrecordid>eNp10FtLwzAcBfAgCs4pfoXgg4JQzbVtHmV4GQz0QZ9DlgvtSJuadIN-ezM2fBB8CoEf5384AFxj9IAxFY87hArE0QmYYVajghKBT8EMIVQXDDFyDi5S2uRvhQifgY9lN8Swswamthu8hWnqx8amNsHgoJ60bzVMW-_UaBN0MXRwjG1nx2byqfWTh7rxIYY9CX1Gl-DMKZ_s1fGdg6-X58_FW7F6f10unlaFpgiPBeWVYSoXoqLm2mLLqVFrzrgWlpiKUudKIkpLWVljYdackpIbRRypiKBVTefg5pCb639vbRrlJmxjn09KguuSVSKHzMHdAencMEXr5JDLqzhJjOR-LZnXknmtLG8Pso862mRV1M0vPiI5GJfh_f_wb-oPOs14Xg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>218647973</pqid></control><display><type>article</type><title>Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate</title><source>Free Full-Text Journals in Chemistry</source><creator>Bassindale, Alan R ; Katampe, Ibrahim ; Taylor, Peter G</creator><creatorcontrib>Bassindale, Alan R ; Katampe, Ibrahim ; Taylor, Peter G</creatorcontrib><description>Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the trimethylchlorosilane is not removed, sultones are formed and a possible explanation of this behaviour is given.Key words: silicon, vinylsilanes, cyclic sulfate, phenyliodosulfate.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/v00-050</identifier><identifier>CODEN: CJCHAG</identifier><language>eng</language><publisher>Ottawa, Canada: NRC Research Press</publisher><subject>Alkenes ; Chemical bonds ; Chemistry ; Chlorine ; Organometallic compounds ; Silicon ; Silicon compounds ; Sulfates ; Sulfur ; Sulphur compounds</subject><ispartof>Canadian journal of chemistry, 2000-11, Vol.78 (11), p.1479-1483</ispartof><rights>Copyright National Research Council of Canada Nov 2000</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c301t-357d4a4043985ce1e53dab545c9e2d733ff6296e346819db53265da2f27293783</citedby><cites>FETCH-LOGICAL-c301t-357d4a4043985ce1e53dab545c9e2d733ff6296e346819db53265da2f27293783</cites></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>Bassindale, Alan R</creatorcontrib><creatorcontrib>Katampe, Ibrahim</creatorcontrib><creatorcontrib>Taylor, Peter G</creatorcontrib><title>Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate</title><title>Canadian journal of chemistry</title><addtitle>Revue canadienne de chimie</addtitle><description>Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the trimethylchlorosilane is not removed, sultones are formed and a possible explanation of this behaviour is given.Key words: silicon, vinylsilanes, cyclic sulfate, phenyliodosulfate.</description><subject>Alkenes</subject><subject>Chemical bonds</subject><subject>Chemistry</subject><subject>Chlorine</subject><subject>Organometallic compounds</subject><subject>Silicon</subject><subject>Silicon compounds</subject><subject>Sulfates</subject><subject>Sulfur</subject><subject>Sulphur compounds</subject><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>8G5</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNp10FtLwzAcBfAgCs4pfoXgg4JQzbVtHmV4GQz0QZ9DlgvtSJuadIN-ezM2fBB8CoEf5384AFxj9IAxFY87hArE0QmYYVajghKBT8EMIVQXDDFyDi5S2uRvhQifgY9lN8Swswamthu8hWnqx8amNsHgoJ60bzVMW-_UaBN0MXRwjG1nx2byqfWTh7rxIYY9CX1Gl-DMKZ_s1fGdg6-X58_FW7F6f10unlaFpgiPBeWVYSoXoqLm2mLLqVFrzrgWlpiKUudKIkpLWVljYdackpIbRRypiKBVTefg5pCb639vbRrlJmxjn09KguuSVSKHzMHdAencMEXr5JDLqzhJjOR-LZnXknmtLG8Pso862mRV1M0vPiI5GJfh_f_wb-oPOs14Xg</recordid><startdate>200011</startdate><enddate>200011</enddate><creator>Bassindale, Alan R</creator><creator>Katampe, Ibrahim</creator><creator>Taylor, Peter G</creator><general>NRC Research Press</general><general>Canadian Science Publishing NRC Research Press</general><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7XB</scope><scope>88I</scope><scope>8AF</scope><scope>8AO</scope><scope>8FE</scope><scope>8FG</scope><scope>8FK</scope><scope>8FQ</scope><scope>8FV</scope><scope>8G5</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>M2O</scope><scope>M2P</scope><scope>M3G</scope><scope>MBDVC</scope><scope>PADUT</scope><scope>PCBAR</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope></search><sort><creationdate>200011</creationdate><title>Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate</title><author>Bassindale, Alan R ; Katampe, Ibrahim ; Taylor, Peter G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c301t-357d4a4043985ce1e53dab545c9e2d733ff6296e346819db53265da2f27293783</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Alkenes</topic><topic>Chemical bonds</topic><topic>Chemistry</topic><topic>Chlorine</topic><topic>Organometallic compounds</topic><topic>Silicon</topic><topic>Silicon compounds</topic><topic>Sulfates</topic><topic>Sulfur</topic><topic>Sulphur compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bassindale, Alan R</creatorcontrib><creatorcontrib>Katampe, Ibrahim</creatorcontrib><creatorcontrib>Taylor, Peter G</creatorcontrib><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Science Database (Alumni Edition)</collection><collection>STEM Database</collection><collection>ProQuest Pharma Collection</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Canadian Business &amp; Current Affairs Database</collection><collection>Canadian Business &amp; Current Affairs Database (Alumni Edition)</collection><collection>Research Library (Alumni Edition)</collection><collection>Materials Science &amp; Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>Natural Science Collection</collection><collection>Earth, Atmospheric &amp; Aquatic Science Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>ProQuest Central Student</collection><collection>Research Library Prep</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Research Library</collection><collection>Science Database</collection><collection>CBCA Reference &amp; Current Events</collection><collection>Research Library (Corporate)</collection><collection>Research Library China</collection><collection>Earth, Atmospheric &amp; Aquatic Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bassindale, Alan R</au><au>Katampe, Ibrahim</au><au>Taylor, Peter G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>2000-11</date><risdate>2000</risdate><volume>78</volume><issue>11</issue><spage>1479</spage><epage>1483</epage><pages>1479-1483</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><coden>CJCHAG</coden><abstract>Reaction of iodosobenzene and trimethylsilyl chlorosulfonate followed by removal of the solvent and trimethylchlorosilane gives phenyliodosulfate. This can be used without further purification to prepare cyclic sulfates from alkenes, including vinylsilanes. Previous results have shown that if the trimethylchlorosilane is not removed, sultones are formed and a possible explanation of this behaviour is given.Key words: silicon, vinylsilanes, cyclic sulfate, phenyliodosulfate.</abstract><cop>Ottawa, Canada</cop><pub>NRC Research Press</pub><doi>10.1139/v00-050</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0008-4042
ispartof Canadian journal of chemistry, 2000-11, Vol.78 (11), p.1479-1483
issn 0008-4042
1480-3291
language eng
recordid cdi_nrcresearch_primary_10_1139_v00_050
source Free Full-Text Journals in Chemistry
subjects Alkenes
Chemical bonds
Chemistry
Chlorine
Organometallic compounds
Silicon
Silicon compounds
Sulfates
Sulfur
Sulphur compounds
title Improved simple synthesis of cyclic sulfates from trimethylsilyl chlorosulfonate
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-05T12%3A30%3A15IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_nrcre&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Improved%20simple%20synthesis%20of%20cyclic%20sulfates%20from%20trimethylsilyl%20chlorosulfonate&rft.jtitle=Canadian%20journal%20of%20chemistry&rft.au=Bassindale,%20Alan%20R&rft.date=2000-11&rft.volume=78&rft.issue=11&rft.spage=1479&rft.epage=1483&rft.pages=1479-1483&rft.issn=0008-4042&rft.eissn=1480-3291&rft.coden=CJCHAG&rft_id=info:doi/10.1139/v00-050&rft_dat=%3Cproquest_nrcre%3E65091936%3C/proquest_nrcre%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=218647973&rft_id=info:pmid/&rfr_iscdi=true