Contrasting reactivity of (boryl)(aryl)lithium-amide with electrophiles: - -aryl--nucleophilic substitution

Contrasting reactivity of (boryl)(aryl)lithium-amide with electrophiles: - -aryl--nucleophilic substitution

Herein we report two different reactivity modes of lithium(aryl)(boryl)amide, 4 , when it is reacted with chlorosilanes such as SiCl 4 and MeSiHCl 2 , and chlorophosphine, Ph 2 PCl. Thus, the reaction of lithium(aryl)(boryl)amide, 4 , with MeSiHCl 2 leads exclusively to an N -substitution product, 6...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Dalton transactions : an international journal of inorganic chemistry 2018-10, Vol.47 (41), p.14411-14415
Hauptverfasser: Dhara, Debabrata, Vijayakanth, Thangavel, Nayak, Mithilesh Kumar, Kalita, Pankaj, Boomishankar, Ramamoorthy, Yildiz, Cem Burak, Chandrasekhar, Vadapalli, Jana, Anukul
Format: Artikel
Sprache:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 14415
container_issue 41
container_start_page 14411
container_title Dalton transactions : an international journal of inorganic chemistry
container_volume 47
creator Dhara, Debabrata
Vijayakanth, Thangavel
Nayak, Mithilesh Kumar
Kalita, Pankaj
Boomishankar, Ramamoorthy
Yildiz, Cem Burak
Chandrasekhar, Vadapalli
Jana, Anukul
description Herein we report two different reactivity modes of lithium(aryl)(boryl)amide, 4 , when it is reacted with chlorosilanes such as SiCl 4 and MeSiHCl 2 , and chlorophosphine, Ph 2 PCl. Thus, the reaction of lithium(aryl)(boryl)amide, 4 , with MeSiHCl 2 leads exclusively to an N -substitution product, 6 . On the other hand, the reaction of 4 with SiCl 4 and Ph 2 PCl proceeds completely differently affording exclusively p -aryl- C -substitution products, 5 and 7 , respectively. Nucleophilic substitution reaction of (boryl)(aryl)lithium-amide leads to two different types of products: N - vs. p -aryl- C -substitution based on electrophile.
doi_str_mv 10.1039/c8dt03201g
format Article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_c8dt03201g</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c8dt03201g</sourcerecordid><originalsourceid>FETCH-rsc_primary_c8dt03201g3</originalsourceid><addsrcrecordid>eNqFT8sKwjAQDKLg8-JdyFEP0TT1Va-i-AHeJaZpu5o2kmyV_r1VRI9edmZ3HrCEDAM-DXgYzdQ6Rh4KHqQN0gnmqxWLRDhvfrlYtknX-wvnQvCF6JDr1hbopEcoUuq0VAh3wIrahI7P1lVmMpavaQAzKHMmc4g1fdQb1UYrdPaWgdF-QxllLydjRamMfp9BUV-e624sEWzRJ61EGq8HH-yR0X533B6Y8-p0c5DX-dPvg_Cf_gRbSEuO</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Contrasting reactivity of (boryl)(aryl)lithium-amide with electrophiles: - -aryl--nucleophilic substitution</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Dhara, Debabrata ; Vijayakanth, Thangavel ; Nayak, Mithilesh Kumar ; Kalita, Pankaj ; Boomishankar, Ramamoorthy ; Yildiz, Cem Burak ; Chandrasekhar, Vadapalli ; Jana, Anukul</creator><creatorcontrib>Dhara, Debabrata ; Vijayakanth, Thangavel ; Nayak, Mithilesh Kumar ; Kalita, Pankaj ; Boomishankar, Ramamoorthy ; Yildiz, Cem Burak ; Chandrasekhar, Vadapalli ; Jana, Anukul</creatorcontrib><description>Herein we report two different reactivity modes of lithium(aryl)(boryl)amide, 4 , when it is reacted with chlorosilanes such as SiCl 4 and MeSiHCl 2 , and chlorophosphine, Ph 2 PCl. Thus, the reaction of lithium(aryl)(boryl)amide, 4 , with MeSiHCl 2 leads exclusively to an N -substitution product, 6 . On the other hand, the reaction of 4 with SiCl 4 and Ph 2 PCl proceeds completely differently affording exclusively p -aryl- C -substitution products, 5 and 7 , respectively. Nucleophilic substitution reaction of (boryl)(aryl)lithium-amide leads to two different types of products: N - vs. p -aryl- C -substitution based on electrophile.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/c8dt03201g</identifier><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2018-10, Vol.47 (41), p.14411-14415</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>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Dhara, Debabrata</creatorcontrib><creatorcontrib>Vijayakanth, Thangavel</creatorcontrib><creatorcontrib>Nayak, Mithilesh Kumar</creatorcontrib><creatorcontrib>Kalita, Pankaj</creatorcontrib><creatorcontrib>Boomishankar, Ramamoorthy</creatorcontrib><creatorcontrib>Yildiz, Cem Burak</creatorcontrib><creatorcontrib>Chandrasekhar, Vadapalli</creatorcontrib><creatorcontrib>Jana, Anukul</creatorcontrib><title>Contrasting reactivity of (boryl)(aryl)lithium-amide with electrophiles: - -aryl--nucleophilic substitution</title><title>Dalton transactions : an international journal of inorganic chemistry</title><description>Herein we report two different reactivity modes of lithium(aryl)(boryl)amide, 4 , when it is reacted with chlorosilanes such as SiCl 4 and MeSiHCl 2 , and chlorophosphine, Ph 2 PCl. Thus, the reaction of lithium(aryl)(boryl)amide, 4 , with MeSiHCl 2 leads exclusively to an N -substitution product, 6 . On the other hand, the reaction of 4 with SiCl 4 and Ph 2 PCl proceeds completely differently affording exclusively p -aryl- C -substitution products, 5 and 7 , respectively. Nucleophilic substitution reaction of (boryl)(aryl)lithium-amide leads to two different types of products: N - vs. p -aryl- C -substitution based on electrophile.</description><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFT8sKwjAQDKLg8-JdyFEP0TT1Va-i-AHeJaZpu5o2kmyV_r1VRI9edmZ3HrCEDAM-DXgYzdQ6Rh4KHqQN0gnmqxWLRDhvfrlYtknX-wvnQvCF6JDr1hbopEcoUuq0VAh3wIrahI7P1lVmMpavaQAzKHMmc4g1fdQb1UYrdPaWgdF-QxllLydjRamMfp9BUV-e624sEWzRJ61EGq8HH-yR0X533B6Y8-p0c5DX-dPvg_Cf_gRbSEuO</recordid><startdate>20181023</startdate><enddate>20181023</enddate><creator>Dhara, Debabrata</creator><creator>Vijayakanth, Thangavel</creator><creator>Nayak, Mithilesh Kumar</creator><creator>Kalita, Pankaj</creator><creator>Boomishankar, Ramamoorthy</creator><creator>Yildiz, Cem Burak</creator><creator>Chandrasekhar, Vadapalli</creator><creator>Jana, Anukul</creator><scope/></search><sort><creationdate>20181023</creationdate><title>Contrasting reactivity of (boryl)(aryl)lithium-amide with electrophiles: - -aryl--nucleophilic substitution</title><author>Dhara, Debabrata ; Vijayakanth, Thangavel ; Nayak, Mithilesh Kumar ; Kalita, Pankaj ; Boomishankar, Ramamoorthy ; Yildiz, Cem Burak ; Chandrasekhar, Vadapalli ; Jana, Anukul</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c8dt03201g3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><creationdate>2018</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dhara, Debabrata</creatorcontrib><creatorcontrib>Vijayakanth, Thangavel</creatorcontrib><creatorcontrib>Nayak, Mithilesh Kumar</creatorcontrib><creatorcontrib>Kalita, Pankaj</creatorcontrib><creatorcontrib>Boomishankar, Ramamoorthy</creatorcontrib><creatorcontrib>Yildiz, Cem Burak</creatorcontrib><creatorcontrib>Chandrasekhar, Vadapalli</creatorcontrib><creatorcontrib>Jana, Anukul</creatorcontrib><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dhara, Debabrata</au><au>Vijayakanth, Thangavel</au><au>Nayak, Mithilesh Kumar</au><au>Kalita, Pankaj</au><au>Boomishankar, Ramamoorthy</au><au>Yildiz, Cem Burak</au><au>Chandrasekhar, Vadapalli</au><au>Jana, Anukul</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Contrasting reactivity of (boryl)(aryl)lithium-amide with electrophiles: - -aryl--nucleophilic substitution</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><date>2018-10-23</date><risdate>2018</risdate><volume>47</volume><issue>41</issue><spage>14411</spage><epage>14415</epage><pages>14411-14415</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>Herein we report two different reactivity modes of lithium(aryl)(boryl)amide, 4 , when it is reacted with chlorosilanes such as SiCl 4 and MeSiHCl 2 , and chlorophosphine, Ph 2 PCl. Thus, the reaction of lithium(aryl)(boryl)amide, 4 , with MeSiHCl 2 leads exclusively to an N -substitution product, 6 . On the other hand, the reaction of 4 with SiCl 4 and Ph 2 PCl proceeds completely differently affording exclusively p -aryl- C -substitution products, 5 and 7 , respectively. Nucleophilic substitution reaction of (boryl)(aryl)lithium-amide leads to two different types of products: N - vs. p -aryl- C -substitution based on electrophile.</abstract><doi>10.1039/c8dt03201g</doi><tpages>5</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1477-9226
ispartof Dalton transactions : an international journal of inorganic chemistry, 2018-10, Vol.47 (41), p.14411-14415
issn 1477-9226
1477-9234
language
recordid cdi_rsc_primary_c8dt03201g
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
title Contrasting reactivity of (boryl)(aryl)lithium-amide with electrophiles: - -aryl--nucleophilic substitution
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-07T02%3A50%3A56IST&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=Contrasting%20reactivity%20of%20(boryl)(aryl)lithium-amide%20with%20electrophiles:%20-%20-aryl--nucleophilic%20substitution&rft.jtitle=Dalton%20transactions%20:%20an%20international%20journal%20of%20inorganic%20chemistry&rft.au=Dhara,%20Debabrata&rft.date=2018-10-23&rft.volume=47&rft.issue=41&rft.spage=14411&rft.epage=14415&rft.pages=14411-14415&rft.issn=1477-9226&rft.eissn=1477-9234&rft_id=info:doi/10.1039/c8dt03201g&rft_dat=%3Crsc%3Ec8dt03201g%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