Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C&z.dbd;O bond olefination

Herein we report the syntheses, structures and reactivity studies of two new monomeric alkali metal silylbenzyl complexes stabilised by a tetradentate amine ligand, tris[2-(dimethylamino)ethyl]amine (Me 6 Tren). The two complexes, namely [MR′(Me 6 Tren)] (R′: CH(Ph)(SiMe 3 )) (2-Li: M = Li; 2-Na: M...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2023-06, Vol.59 (52), p.883-886
Hauptverfasser: Barker, Jordan, Davison, Nathan, Waddell, Paul G, Lu, Erli
Format: Artikel
Sprache:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 886
container_issue 52
container_start_page 883
container_title Chemical communications (Cambridge, England)
container_volume 59
creator Barker, Jordan
Davison, Nathan
Waddell, Paul G
Lu, Erli
description Herein we report the syntheses, structures and reactivity studies of two new monomeric alkali metal silylbenzyl complexes stabilised by a tetradentate amine ligand, tris[2-(dimethylamino)ethyl]amine (Me 6 Tren). The two complexes, namely [MR′(Me 6 Tren)] (R′: CH(Ph)(SiMe 3 )) (2-Li: M = Li; 2-Na: M = Na), exhibit significant different coordination modes according to their metal identity (Li: σ-coordination; Na: π-coordination). Reactivity studies of 2-Li and 2-Na reveal that they are efficient in promoting a widely-used class of organic functional group interconversion: C&z.dbd;O bond olefination of ketones, aldehydes and amides, to produce tri-substituted internal alkenes. Herein we report two new monomeric lithium and sodium silylbenzyl complexes, which can efficiently convert C&z.dbd;O bond in ketones, aldehydes and amide into C&z.dbd;C bond, i.e. , conducting olefination.
doi_str_mv 10.1039/d3cc01376f
format Article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_d3cc01376f</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>d3cc01376f</sourcerecordid><originalsourceid>FETCH-rsc_primary_d3cc01376f3</originalsourceid><addsrcrecordid>eNqFjj0LwjAYhIMo-Lm4C5mcrDakra2OoriIi4ObtElKI2lS8qZg--u1IDh6yz3HcXAIzYm_Jj5NNpwy5hO6jfIeGhEaBV4YxPd-x2HibWkQDtEY4Ol_RMJ4hOTFaFMKKxlW0hWyLnGqOQbDOwSpGpUJ3TYKM1NWSrwE7DA02hUCBKwwOFszV9uOu-Fh2a55xvdXnJlPNErkUqdOGj1FgzxVIGZfn6DF6Xg7nD0L7FFZWaa2efz-03_9G9VeSpQ</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C&amp;z.dbd;O bond olefination</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Barker, Jordan ; Davison, Nathan ; Waddell, Paul G ; Lu, Erli</creator><creatorcontrib>Barker, Jordan ; Davison, Nathan ; Waddell, Paul G ; Lu, Erli</creatorcontrib><description>Herein we report the syntheses, structures and reactivity studies of two new monomeric alkali metal silylbenzyl complexes stabilised by a tetradentate amine ligand, tris[2-(dimethylamino)ethyl]amine (Me 6 Tren). The two complexes, namely [MR′(Me 6 Tren)] (R′: CH(Ph)(SiMe 3 )) (2-Li: M = Li; 2-Na: M = Na), exhibit significant different coordination modes according to their metal identity (Li: σ-coordination; Na: π-coordination). Reactivity studies of 2-Li and 2-Na reveal that they are efficient in promoting a widely-used class of organic functional group interconversion: C&amp;z.dbd;O bond olefination of ketones, aldehydes and amides, to produce tri-substituted internal alkenes. Herein we report two new monomeric lithium and sodium silylbenzyl complexes, which can efficiently convert C&amp;z.dbd;O bond in ketones, aldehydes and amide into C&amp;z.dbd;C bond, i.e. , conducting olefination.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d3cc01376f</identifier><ispartof>Chemical communications (Cambridge, England), 2023-06, Vol.59 (52), p.883-886</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>Barker, Jordan</creatorcontrib><creatorcontrib>Davison, Nathan</creatorcontrib><creatorcontrib>Waddell, Paul G</creatorcontrib><creatorcontrib>Lu, Erli</creatorcontrib><title>Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C&amp;z.dbd;O bond olefination</title><title>Chemical communications (Cambridge, England)</title><description>Herein we report the syntheses, structures and reactivity studies of two new monomeric alkali metal silylbenzyl complexes stabilised by a tetradentate amine ligand, tris[2-(dimethylamino)ethyl]amine (Me 6 Tren). The two complexes, namely [MR′(Me 6 Tren)] (R′: CH(Ph)(SiMe 3 )) (2-Li: M = Li; 2-Na: M = Na), exhibit significant different coordination modes according to their metal identity (Li: σ-coordination; Na: π-coordination). Reactivity studies of 2-Li and 2-Na reveal that they are efficient in promoting a widely-used class of organic functional group interconversion: C&amp;z.dbd;O bond olefination of ketones, aldehydes and amides, to produce tri-substituted internal alkenes. Herein we report two new monomeric lithium and sodium silylbenzyl complexes, which can efficiently convert C&amp;z.dbd;O bond in ketones, aldehydes and amide into C&amp;z.dbd;C bond, i.e. , conducting olefination.</description><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFjj0LwjAYhIMo-Lm4C5mcrDakra2OoriIi4ObtElKI2lS8qZg--u1IDh6yz3HcXAIzYm_Jj5NNpwy5hO6jfIeGhEaBV4YxPd-x2HibWkQDtEY4Ol_RMJ4hOTFaFMKKxlW0hWyLnGqOQbDOwSpGpUJ3TYKM1NWSrwE7DA02hUCBKwwOFszV9uOu-Fh2a55xvdXnJlPNErkUqdOGj1FgzxVIGZfn6DF6Xg7nD0L7FFZWaa2efz-03_9G9VeSpQ</recordid><startdate>20230627</startdate><enddate>20230627</enddate><creator>Barker, Jordan</creator><creator>Davison, Nathan</creator><creator>Waddell, Paul G</creator><creator>Lu, Erli</creator><scope/></search><sort><creationdate>20230627</creationdate><title>Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C&amp;z.dbd;O bond olefination</title><author>Barker, Jordan ; Davison, Nathan ; Waddell, Paul G ; Lu, Erli</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_d3cc01376f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2023</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Barker, Jordan</creatorcontrib><creatorcontrib>Davison, Nathan</creatorcontrib><creatorcontrib>Waddell, Paul G</creatorcontrib><creatorcontrib>Lu, Erli</creatorcontrib><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Barker, Jordan</au><au>Davison, Nathan</au><au>Waddell, Paul G</au><au>Lu, Erli</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C&amp;z.dbd;O bond olefination</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2023-06-27</date><risdate>2023</risdate><volume>59</volume><issue>52</issue><spage>883</spage><epage>886</epage><pages>883-886</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Herein we report the syntheses, structures and reactivity studies of two new monomeric alkali metal silylbenzyl complexes stabilised by a tetradentate amine ligand, tris[2-(dimethylamino)ethyl]amine (Me 6 Tren). The two complexes, namely [MR′(Me 6 Tren)] (R′: CH(Ph)(SiMe 3 )) (2-Li: M = Li; 2-Na: M = Na), exhibit significant different coordination modes according to their metal identity (Li: σ-coordination; Na: π-coordination). Reactivity studies of 2-Li and 2-Na reveal that they are efficient in promoting a widely-used class of organic functional group interconversion: C&amp;z.dbd;O bond olefination of ketones, aldehydes and amides, to produce tri-substituted internal alkenes. Herein we report two new monomeric lithium and sodium silylbenzyl complexes, which can efficiently convert C&amp;z.dbd;O bond in ketones, aldehydes and amide into C&amp;z.dbd;C bond, i.e. , conducting olefination.</abstract><doi>10.1039/d3cc01376f</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1359-7345
ispartof Chemical communications (Cambridge, England), 2023-06, Vol.59 (52), p.883-886
issn 1359-7345
1364-548X
language
recordid cdi_rsc_primary_d3cc01376f
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
title Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C&z.dbd;O bond olefination
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T00%3A27%3A26IST&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=Monomeric%20lithium%20and%20sodium%20silylbenzyl%20complexes:%20syntheses,%20structures,%20and%20C&z.dbd;O%20bond%20olefination&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Barker,%20Jordan&rft.date=2023-06-27&rft.volume=59&rft.issue=52&rft.spage=883&rft.epage=886&rft.pages=883-886&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/d3cc01376f&rft_dat=%3Crsc%3Ed3cc01376f%3C/rsc%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