An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair

The geminal frustrated Lewis pair (F5C2)3SnCH2P(tBu)2 (1) reacted with N‐sulfinylaniline PhNSO to afford the first sulfur monoxide adduct of a main group metal, (F5C2)3SnCH2P(tBu)2⋅SO (2), which contains a SnCPSO ring. The second product is a phenylnitrene adduct of 1. The surprising stability of 2...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie International Edition 2020-09, Vol.59 (40), p.17388-17392
Main Authors: Holtkamp, Philipp, Glodde, Timo, Poier, Dario, Neumann, Beate, Stammler, Hans‐Georg, Mitzel, Norbert W.
Format: Article
Language:English
Subjects:
Adducts
Communication
Communications
fluoroalkyl groups
frustrated Lewis pairs
Polarity
Sulfur
sulfur monoxide
Sulfur oxides
tin
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c5053-5f776ff826c3e36e16d42803bfcb90a2cb82f597c6ee995654708443a213cd1b3
cites cdi_FETCH-LOGICAL-c5053-5f776ff826c3e36e16d42803bfcb90a2cb82f597c6ee995654708443a213cd1b3
container_end_page 17392
container_issue 40
container_start_page 17388
container_title Angewandte Chemie International Edition
container_volume 59
creator Holtkamp, Philipp
Glodde, Timo
Poier, Dario
Neumann, Beate
Stammler, Hans‐Georg
Mitzel, Norbert W.
description The geminal frustrated Lewis pair (F5C2)3SnCH2P(tBu)2 (1) reacted with N‐sulfinylaniline PhNSO to afford the first sulfur monoxide adduct of a main group metal, (F5C2)3SnCH2P(tBu)2⋅SO (2), which contains a SnCPSO ring. The second product is a phenylnitrene adduct of 1. The surprising stability of 2 was compared with the stabilities of the so far inaccessible O2 and S2 adducts of 1. Attempts to prepare these from 1 and the elemental chalcogens (O2, S8, Se∞, Te∞) led to four‐membered SnCPE ring systems. Quantum‐chemical investigations of 2 demonstrate the bond polarity of the SO unit to stabilize 2. The first adduct of SO to a main group metal system was found by reacting PhNSO with an intramolecular Sn/P frustrated Lewis pair; the exceptional stability of the adduct is attributed to the polarity of the incorporated SO unit.
doi_str_mv 10.1002/anie.202007653
format article
fullrecord <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_7540458</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2444281606</sourcerecordid><originalsourceid>FETCH-LOGICAL-c5053-5f776ff826c3e36e16d42803bfcb90a2cb82f597c6ee995654708443a213cd1b3</originalsourceid><addsrcrecordid>eNqFkc1LHDEYh0NR6kd77VECXrzMbr6TARGWRa2wbRdszyGTSWpkdmKTGT_-e7OsXa2XnhLIk4ff-_4A-ILRBCNEpqYPbkIQQUgKTj-AfcwJrqiUdKfcGaWVVBzvgYOcbwuvFBIfwR4lnCtC-T44nfVw1rajHWD08Hrs_Jjgt9jHx9A6OERo4EUa85DM4Fp43U-XcOEeQoZLE9InsOtNl93nl_MQ_Lo4_zn_Wi1-XF7NZ4vKcsRpxb2UwntFhKWOCodFy4hCtPG2qZEhtlHE81pa4Vxdc8GZRIoxagimtsUNPQRnG-_d2Kxca11f8nT6LoWVSU86mqD_fenDjf4d77XkDDGuiuDkRZDin9HlQa9Ctq7rTO_imDVhZW1KUSEKevwOvY1j6st4hWIlNxZoTU02lE0x5-T8NgxGel2MXhejt8WUD0dvR9jif5soQL0BHkLnnv6j07PvV-ev8mdv8pgX</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2444281606</pqid></control><display><type>article</type><title>An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair</title><source>Wiley-Blackwell Read &amp; Publish Collection</source><creator>Holtkamp, Philipp ; Glodde, Timo ; Poier, Dario ; Neumann, Beate ; Stammler, Hans‐Georg ; Mitzel, Norbert W.</creator><creatorcontrib>Holtkamp, Philipp ; Glodde, Timo ; Poier, Dario ; Neumann, Beate ; Stammler, Hans‐Georg ; Mitzel, Norbert W.</creatorcontrib><description>The geminal frustrated Lewis pair (F5C2)3SnCH2P(tBu)2 (1) reacted with N‐sulfinylaniline PhNSO to afford the first sulfur monoxide adduct of a main group metal, (F5C2)3SnCH2P(tBu)2⋅SO (2), which contains a SnCPSO ring. The second product is a phenylnitrene adduct of 1. The surprising stability of 2 was compared with the stabilities of the so far inaccessible O2 and S2 adducts of 1. Attempts to prepare these from 1 and the elemental chalcogens (O2, S8, Se∞, Te∞) led to four‐membered SnCPE ring systems. Quantum‐chemical investigations of 2 demonstrate the bond polarity of the SO unit to stabilize 2. The first adduct of SO to a main group metal system was found by reacting PhNSO with an intramolecular Sn/P frustrated Lewis pair; the exceptional stability of the adduct is attributed to the polarity of the incorporated SO unit.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.202007653</identifier><identifier>PMID: 32558235</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Adducts ; Communication ; Communications ; fluoroalkyl groups ; frustrated Lewis pairs ; Polarity ; Sulfur ; sulfur monoxide ; Sulfur oxides ; tin</subject><ispartof>Angewandte Chemie International Edition, 2020-09, Vol.59 (40), p.17388-17392</ispartof><rights>2020 The Authors. Published by Wiley-VCH GmbH</rights><rights>2020 The Authors. Published by Wiley-VCH GmbH.</rights><rights>2020. This article is published under http://creativecommons.org/licenses/by-nc-nd/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5053-5f776ff826c3e36e16d42803bfcb90a2cb82f597c6ee995654708443a213cd1b3</citedby><cites>FETCH-LOGICAL-c5053-5f776ff826c3e36e16d42803bfcb90a2cb82f597c6ee995654708443a213cd1b3</cites><orcidid>0000-0002-3271-5217</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32558235$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Holtkamp, Philipp</creatorcontrib><creatorcontrib>Glodde, Timo</creatorcontrib><creatorcontrib>Poier, Dario</creatorcontrib><creatorcontrib>Neumann, Beate</creatorcontrib><creatorcontrib>Stammler, Hans‐Georg</creatorcontrib><creatorcontrib>Mitzel, Norbert W.</creatorcontrib><title>An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>The geminal frustrated Lewis pair (F5C2)3SnCH2P(tBu)2 (1) reacted with N‐sulfinylaniline PhNSO to afford the first sulfur monoxide adduct of a main group metal, (F5C2)3SnCH2P(tBu)2⋅SO (2), which contains a SnCPSO ring. The second product is a phenylnitrene adduct of 1. The surprising stability of 2 was compared with the stabilities of the so far inaccessible O2 and S2 adducts of 1. Attempts to prepare these from 1 and the elemental chalcogens (O2, S8, Se∞, Te∞) led to four‐membered SnCPE ring systems. Quantum‐chemical investigations of 2 demonstrate the bond polarity of the SO unit to stabilize 2. The first adduct of SO to a main group metal system was found by reacting PhNSO with an intramolecular Sn/P frustrated Lewis pair; the exceptional stability of the adduct is attributed to the polarity of the incorporated SO unit.</description><subject>Adducts</subject><subject>Communication</subject><subject>Communications</subject><subject>fluoroalkyl groups</subject><subject>frustrated Lewis pairs</subject><subject>Polarity</subject><subject>Sulfur</subject><subject>sulfur monoxide</subject><subject>Sulfur oxides</subject><subject>tin</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><recordid>eNqFkc1LHDEYh0NR6kd77VECXrzMbr6TARGWRa2wbRdszyGTSWpkdmKTGT_-e7OsXa2XnhLIk4ff-_4A-ILRBCNEpqYPbkIQQUgKTj-AfcwJrqiUdKfcGaWVVBzvgYOcbwuvFBIfwR4lnCtC-T44nfVw1rajHWD08Hrs_Jjgt9jHx9A6OERo4EUa85DM4Fp43U-XcOEeQoZLE9InsOtNl93nl_MQ_Lo4_zn_Wi1-XF7NZ4vKcsRpxb2UwntFhKWOCodFy4hCtPG2qZEhtlHE81pa4Vxdc8GZRIoxagimtsUNPQRnG-_d2Kxca11f8nT6LoWVSU86mqD_fenDjf4d77XkDDGuiuDkRZDin9HlQa9Ctq7rTO_imDVhZW1KUSEKevwOvY1j6st4hWIlNxZoTU02lE0x5-T8NgxGel2MXhejt8WUD0dvR9jif5soQL0BHkLnnv6j07PvV-ev8mdv8pgX</recordid><startdate>20200928</startdate><enddate>20200928</enddate><creator>Holtkamp, Philipp</creator><creator>Glodde, Timo</creator><creator>Poier, Dario</creator><creator>Neumann, Beate</creator><creator>Stammler, Hans‐Georg</creator><creator>Mitzel, Norbert W.</creator><general>Wiley Subscription Services, Inc</general><general>John Wiley and Sons Inc</general><scope>24P</scope><scope>WIN</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-3271-5217</orcidid></search><sort><creationdate>20200928</creationdate><title>An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair</title><author>Holtkamp, Philipp ; Glodde, Timo ; Poier, Dario ; Neumann, Beate ; Stammler, Hans‐Georg ; Mitzel, Norbert W.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5053-5f776ff826c3e36e16d42803bfcb90a2cb82f597c6ee995654708443a213cd1b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Adducts</topic><topic>Communication</topic><topic>Communications</topic><topic>fluoroalkyl groups</topic><topic>frustrated Lewis pairs</topic><topic>Polarity</topic><topic>Sulfur</topic><topic>sulfur monoxide</topic><topic>Sulfur oxides</topic><topic>tin</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Holtkamp, Philipp</creatorcontrib><creatorcontrib>Glodde, Timo</creatorcontrib><creatorcontrib>Poier, Dario</creatorcontrib><creatorcontrib>Neumann, Beate</creatorcontrib><creatorcontrib>Stammler, Hans‐Georg</creatorcontrib><creatorcontrib>Mitzel, Norbert W.</creatorcontrib><collection>Wiley Online Library Open Access</collection><collection>Wiley Online Library</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Holtkamp, Philipp</au><au>Glodde, Timo</au><au>Poier, Dario</au><au>Neumann, Beate</au><au>Stammler, Hans‐Georg</au><au>Mitzel, Norbert W.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2020-09-28</date><risdate>2020</risdate><volume>59</volume><issue>40</issue><spage>17388</spage><epage>17392</epage><pages>17388-17392</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>The geminal frustrated Lewis pair (F5C2)3SnCH2P(tBu)2 (1) reacted with N‐sulfinylaniline PhNSO to afford the first sulfur monoxide adduct of a main group metal, (F5C2)3SnCH2P(tBu)2⋅SO (2), which contains a SnCPSO ring. The second product is a phenylnitrene adduct of 1. The surprising stability of 2 was compared with the stabilities of the so far inaccessible O2 and S2 adducts of 1. Attempts to prepare these from 1 and the elemental chalcogens (O2, S8, Se∞, Te∞) led to four‐membered SnCPE ring systems. Quantum‐chemical investigations of 2 demonstrate the bond polarity of the SO unit to stabilize 2. The first adduct of SO to a main group metal system was found by reacting PhNSO with an intramolecular Sn/P frustrated Lewis pair; the exceptional stability of the adduct is attributed to the polarity of the incorporated SO unit.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>32558235</pmid><doi>10.1002/anie.202007653</doi><tpages>5</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0002-3271-5217</orcidid><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1433-7851
ispartof Angewandte Chemie International Edition, 2020-09, Vol.59 (40), p.17388-17392
issn 1433-7851
1521-3773
language eng
recordid cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_7540458
source Wiley-Blackwell Read & Publish Collection
subjects Adducts
Communication
Communications
fluoroalkyl groups
frustrated Lewis pairs
Polarity
Sulfur
sulfur monoxide
Sulfur oxides
tin
title An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T10%3A01%3A21IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=An%20Adduct%20of%20Sulfur%20Monoxide%20to%20a%20Frustrated%20Sn/P%20Lewis%20Pair&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Holtkamp,%20Philipp&rft.date=2020-09-28&rft.volume=59&rft.issue=40&rft.spage=17388&rft.epage=17392&rft.pages=17388-17392&rft.issn=1433-7851&rft.eissn=1521-3773&rft_id=info:doi/10.1002/anie.202007653&rft_dat=%3Cproquest_pubme%3E2444281606%3C/proquest_pubme%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c5053-5f776ff826c3e36e16d42803bfcb90a2cb82f597c6ee995654708443a213cd1b3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2444281606&rft_id=info:pmid/32558235&rfr_iscdi=true