Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water
Traces of water on glass surfaces (even after heating) can decisively influence the course of a reaction. This is shown by the reactions of Me2Ge: with alkenes such as acrylonitrile and alkynes such as phenylacetylene in “anhydrous” medium. These reactions afforded poor yields of 1 and 2, respective...
Gespeichert in:
Veröffentlicht in: | Angewandte Chemie International Edition 1989-08, Vol.28 (8), p.1028-1029 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1029 |
---|---|
container_issue | 8 |
container_start_page | 1028 |
container_title | Angewandte Chemie International Edition |
container_volume | 28 |
creator | Neumann, Wilhelm P. Sakurai, Hideki Billeb, Gilbert Brauer, Hartmut Köcher, Jürgen Viebahn, Sabine |
description | Traces of water on glass surfaces (even after heating) can decisively influence the course of a reaction. This is shown by the reactions of Me2Ge: with alkenes such as acrylonitrile and alkynes such as phenylacetylene in “anhydrous” medium. These reactions afforded poor yields of 1 and 2, respectively. On the other hand, reaction in the presence of water and silica gel gave 1 and 2 in nearly quantitative yield; the presence of water alone did not increase the yield. These findings indicate that acidic H atoms, formed on the silica surface, are essential for the reaction of the expected products with water. |
doi_str_mv | 10.1002/anie.198910281 |
format | Article |
fullrecord | <record><control><sourceid>wiley_istex</sourceid><recordid>TN_cdi_wiley_primary_10_1002_anie_198910281_ANIE198910281</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>ANIE198910281</sourcerecordid><originalsourceid>FETCH-LOGICAL-i2431-3b54debb525afbc88eb76d24283be6c4e228f8f8d63b216af44f134e4222a33</originalsourceid><addsrcrecordid>eNo9UNFKwzAUDaLgnL76nB-oJjdpm_lWxlYH21Qmm_oS0vYG42onSUX397ZMxn24517OORwOIdec3XDG4NY0Dm_4SI04A8VPyIDHwCORpuKUDFicsogpIc7JRQgfHV8plgzIa1ZVrnW7hu4snXpEukDI8Y62O5rVW2wwUNNUPd73uCPmtQmBrr69NWX3cQ1t35E-egzYlNj7bEyL_pKcWVMHvPrfQ7KaTp7H99H8IZ-Ns3nkQIouXxHLCosihtjYolQKizSpQIISBSalRABlu6kSUQBPjJXSciFRAoARYkhGB9cfV-Nef3n3afxec6b7TnTfiT52orPlbHK8Om100LrQ4u9Ra_xWJ6lIY71Z5nq9flKL6ctGv4k_Mw5myg</addsrcrecordid><sourcetype>Publisher</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water</title><source>Wiley Journals</source><creator>Neumann, Wilhelm P. ; Sakurai, Hideki ; Billeb, Gilbert ; Brauer, Hartmut ; Köcher, Jürgen ; Viebahn, Sabine</creator><creatorcontrib>Neumann, Wilhelm P. ; Sakurai, Hideki ; Billeb, Gilbert ; Brauer, Hartmut ; Köcher, Jürgen ; Viebahn, Sabine</creatorcontrib><description>Traces of water on glass surfaces (even after heating) can decisively influence the course of a reaction. This is shown by the reactions of Me2Ge: with alkenes such as acrylonitrile and alkynes such as phenylacetylene in “anhydrous” medium. These reactions afforded poor yields of 1 and 2, respectively. On the other hand, reaction in the presence of water and silica gel gave 1 and 2 in nearly quantitative yield; the presence of water alone did not increase the yield. These findings indicate that acidic H atoms, formed on the silica surface, are essential for the reaction of the expected products with water.</description><identifier>ISSN: 0570-0833</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.198910281</identifier><language>eng</language><publisher>Zug: Hüthig & Wepf Verlag</publisher><ispartof>Angewandte Chemie International Edition, 1989-08, Vol.28 (8), p.1028-1029</ispartof><rights>Copyright © 1989 by VCH Verlagsgesellschaft mbH, Germany</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.198910281$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.198910281$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Neumann, Wilhelm P.</creatorcontrib><creatorcontrib>Sakurai, Hideki</creatorcontrib><creatorcontrib>Billeb, Gilbert</creatorcontrib><creatorcontrib>Brauer, Hartmut</creatorcontrib><creatorcontrib>Köcher, Jürgen</creatorcontrib><creatorcontrib>Viebahn, Sabine</creatorcontrib><title>Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. Chem. Int. Ed. Engl</addtitle><description>Traces of water on glass surfaces (even after heating) can decisively influence the course of a reaction. This is shown by the reactions of Me2Ge: with alkenes such as acrylonitrile and alkynes such as phenylacetylene in “anhydrous” medium. These reactions afforded poor yields of 1 and 2, respectively. On the other hand, reaction in the presence of water and silica gel gave 1 and 2 in nearly quantitative yield; the presence of water alone did not increase the yield. These findings indicate that acidic H atoms, formed on the silica surface, are essential for the reaction of the expected products with water.</description><issn>0570-0833</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1989</creationdate><recordtype>article</recordtype><recordid>eNo9UNFKwzAUDaLgnL76nB-oJjdpm_lWxlYH21Qmm_oS0vYG42onSUX397ZMxn24517OORwOIdec3XDG4NY0Dm_4SI04A8VPyIDHwCORpuKUDFicsogpIc7JRQgfHV8plgzIa1ZVrnW7hu4snXpEukDI8Y62O5rVW2wwUNNUPd73uCPmtQmBrr69NWX3cQ1t35E-egzYlNj7bEyL_pKcWVMHvPrfQ7KaTp7H99H8IZ-Ns3nkQIouXxHLCosihtjYolQKizSpQIISBSalRABlu6kSUQBPjJXSciFRAoARYkhGB9cfV-Nef3n3afxec6b7TnTfiT52orPlbHK8Om100LrQ4u9Ra_xWJ6lIY71Z5nq9flKL6ctGv4k_Mw5myg</recordid><startdate>198908</startdate><enddate>198908</enddate><creator>Neumann, Wilhelm P.</creator><creator>Sakurai, Hideki</creator><creator>Billeb, Gilbert</creator><creator>Brauer, Hartmut</creator><creator>Köcher, Jürgen</creator><creator>Viebahn, Sabine</creator><general>Hüthig & Wepf Verlag</general><scope>BSCLL</scope></search><sort><creationdate>198908</creationdate><title>Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water</title><author>Neumann, Wilhelm P. ; Sakurai, Hideki ; Billeb, Gilbert ; Brauer, Hartmut ; Köcher, Jürgen ; Viebahn, Sabine</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i2431-3b54debb525afbc88eb76d24283be6c4e228f8f8d63b216af44f134e4222a33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1989</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Neumann, Wilhelm P.</creatorcontrib><creatorcontrib>Sakurai, Hideki</creatorcontrib><creatorcontrib>Billeb, Gilbert</creatorcontrib><creatorcontrib>Brauer, Hartmut</creatorcontrib><creatorcontrib>Köcher, Jürgen</creatorcontrib><creatorcontrib>Viebahn, Sabine</creatorcontrib><collection>Istex</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Neumann, Wilhelm P.</au><au>Sakurai, Hideki</au><au>Billeb, Gilbert</au><au>Brauer, Hartmut</au><au>Köcher, Jürgen</au><au>Viebahn, Sabine</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed. Engl</addtitle><date>1989-08</date><risdate>1989</risdate><volume>28</volume><issue>8</issue><spage>1028</spage><epage>1029</epage><pages>1028-1029</pages><issn>0570-0833</issn><eissn>1521-3773</eissn><abstract>Traces of water on glass surfaces (even after heating) can decisively influence the course of a reaction. This is shown by the reactions of Me2Ge: with alkenes such as acrylonitrile and alkynes such as phenylacetylene in “anhydrous” medium. These reactions afforded poor yields of 1 and 2, respectively. On the other hand, reaction in the presence of water and silica gel gave 1 and 2 in nearly quantitative yield; the presence of water alone did not increase the yield. These findings indicate that acidic H atoms, formed on the silica surface, are essential for the reaction of the expected products with water.</abstract><cop>Zug</cop><pub>Hüthig & Wepf Verlag</pub><doi>10.1002/anie.198910281</doi><tpages>2</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0570-0833 |
ispartof | Angewandte Chemie International Edition, 1989-08, Vol.28 (8), p.1028-1029 |
issn | 0570-0833 1521-3773 |
language | eng |
recordid | cdi_wiley_primary_10_1002_anie_198910281_ANIE198910281 |
source | Wiley Journals |
title | Addition of Free Me2Ge: to Alkenes and Alkynes on Glass Surfaces in the Presence of Water |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-05T11%3A23%3A19IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wiley_istex&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Addition%20of%20Free%20Me2Ge:%20to%20Alkenes%20and%20Alkynes%20on%20Glass%20Surfaces%20in%20the%20Presence%20of%20Water&rft.jtitle=Angewandte%20Chemie%20International%20Edition&rft.au=Neumann,%20Wilhelm%20P.&rft.date=1989-08&rft.volume=28&rft.issue=8&rft.spage=1028&rft.epage=1029&rft.pages=1028-1029&rft.issn=0570-0833&rft.eissn=1521-3773&rft_id=info:doi/10.1002/anie.198910281&rft_dat=%3Cwiley_istex%3EANIE198910281%3C/wiley_istex%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 |