Controlled Synthesis of Oligomers Containing Main‐Chain B(sp2)‐B(sp2) Bonds
A number of novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) are prepared by salt metathesis, and the appended alkynyl groups are subjected to hydroboration. Their reactions with monohydroboranes lead to discrete boryl‐appended diborane(4) species, while dihydroboranes induce their...
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| Veröffentlicht in: | Chemistry : a European journal 2021-11, Vol.27 (64), p.16043-16048 |
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| creator | Schorr, Fabian Schopper, Nils Riensch, Nicolas Fantuzzi, Felipe Neder, Marco Dewhurst, Rian D. Thiess, Torsten Brückner, Tobias Hammond, Kai Helten, Holger Finze, Maik Braunschweig, Holger |
| description | A number of novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) are prepared by salt metathesis, and the appended alkynyl groups are subjected to hydroboration. Their reactions with monohydroboranes lead to discrete boryl‐appended diborane(4) species, while dihydroboranes induce their catenation to oligomeric species, the first known examples of well‐characterized macromolecular species with B−B bonds. The oligomeric species were found to comprise up to ten repeat units and are soluble in common organic solvents. Some of the oligomeric species have good air stability and all were characterized by NMR and vibrational spectroscopy and size‐exclusion chromatography techniques.
Novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) were prepared and reacted with mono‐ and dihydroboranes, leading to hydroboration of the alkyne groups. The products are discrete boryl‐appended diborane(4) species and oligomeric species, and are the first known examples of well‐characterized macromolecular species with boron‐boron bonds. The oligomeric products were found to comprise up to ten repeat units, and are soluble in common organic solvents. |
| doi_str_mv | 10.1002/chem.202103366 |
| format | Article |
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Novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) were prepared and reacted with mono‐ and dihydroboranes, leading to hydroboration of the alkyne groups. The products are discrete boryl‐appended diborane(4) species and oligomeric species, and are the first known examples of well‐characterized macromolecular species with boron‐boron bonds. The oligomeric products were found to comprise up to ten repeat units, and are soluble in common organic solvents.</description><identifier>ISSN: 0947-6539</identifier><identifier>ISSN: 1521-3765</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.202103366</identifier><identifier>PMID: 34549841</identifier><language>eng</language><publisher>Germany: John Wiley and Sons Inc</publisher><subject>boron ; catenation ; diborane ; hydroboration ; oligomerization</subject><ispartof>Chemistry : a European journal, 2021-11, Vol.27 (64), p.16043-16048</ispartof><rights>2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH</rights><rights>2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.</rights><rights>2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4406-464db33b24bf47f9b278dcfa00db38cc2cc40047fae422b6e18dde510f151d623</citedby><cites>FETCH-LOGICAL-c4406-464db33b24bf47f9b278dcfa00db38cc2cc40047fae422b6e18dde510f151d623</cites><orcidid>0000-0002-8200-8262 ; 0000-0001-9264-1726 ; 0000-0003-1273-3685 ; 0000-0001-5978-811X ; 0000-0002-6098-7148</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fchem.202103366$$EPDF$$P50$$Gwiley$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.202103366$$EHTML$$P50$$Gwiley$$Hfree_for_read</linktohtml><link.rule.ids>230,314,777,781,882,1412,27905,27906,45555,45556</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34549841$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Schorr, Fabian</creatorcontrib><creatorcontrib>Schopper, Nils</creatorcontrib><creatorcontrib>Riensch, Nicolas</creatorcontrib><creatorcontrib>Fantuzzi, Felipe</creatorcontrib><creatorcontrib>Neder, Marco</creatorcontrib><creatorcontrib>Dewhurst, Rian D.</creatorcontrib><creatorcontrib>Thiess, Torsten</creatorcontrib><creatorcontrib>Brückner, Tobias</creatorcontrib><creatorcontrib>Hammond, Kai</creatorcontrib><creatorcontrib>Helten, Holger</creatorcontrib><creatorcontrib>Finze, Maik</creatorcontrib><creatorcontrib>Braunschweig, Holger</creatorcontrib><title>Controlled Synthesis of Oligomers Containing Main‐Chain B(sp2)‐B(sp2) Bonds</title><title>Chemistry : a European journal</title><addtitle>Chemistry</addtitle><description>A number of novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) are prepared by salt metathesis, and the appended alkynyl groups are subjected to hydroboration. Their reactions with monohydroboranes lead to discrete boryl‐appended diborane(4) species, while dihydroboranes induce their catenation to oligomeric species, the first known examples of well‐characterized macromolecular species with B−B bonds. The oligomeric species were found to comprise up to ten repeat units and are soluble in common organic solvents. Some of the oligomeric species have good air stability and all were characterized by NMR and vibrational spectroscopy and size‐exclusion chromatography techniques.
Novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) were prepared and reacted with mono‐ and dihydroboranes, leading to hydroboration of the alkyne groups. The products are discrete boryl‐appended diborane(4) species and oligomeric species, and are the first known examples of well‐characterized macromolecular species with boron‐boron bonds. The oligomeric products were found to comprise up to ten repeat units, and are soluble in common organic solvents.</description><subject>boron</subject><subject>catenation</subject><subject>diborane</subject><subject>hydroboration</subject><subject>oligomerization</subject><issn>0947-6539</issn><issn>1521-3765</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><sourceid>WIN</sourceid><recordid>eNqFkbtOwzAYhS0EoqWwMqKMZUjxLU6yINGoUKRWHYDZShynMXLiEregbjwCz8iT4CilwIQ8HNv_9x9fDgDnCI4QhPhKlLIaYYgRJISxA9BHAUY-CVlwCPowpqHPAhL3wIm1zxDCmBFyDHqEBjSOKOqDRWLqdWO0lrn3sK3XpbTKeqbwFlotTSUb67VEqmpVL72508_3j6R06o2HdoUv3bKbeGNT5_YUHBWptvJspwPwdDt5TKb-bHF3n9zMfEEpZD5lNM8IyTDNChoWcYbDKBdFCqHbjoTAQlAIXSWVFOOMSRTluQwQLFCAcobJAFx3vqtNVslcSPeKVPNVo6q02XKTKv63UquSL80rj7EbIXMGw51BY1420q55payQWqe1NBvLcRAGJAwpa9FRh4rGWNvIYn8MgrxNgbcp8H0KruHi9-X2-Pe3OyDugDel5fYfO55MJ_Mf8y_mdpYr</recordid><startdate>20211117</startdate><enddate>20211117</enddate><creator>Schorr, Fabian</creator><creator>Schopper, Nils</creator><creator>Riensch, Nicolas</creator><creator>Fantuzzi, Felipe</creator><creator>Neder, Marco</creator><creator>Dewhurst, Rian D.</creator><creator>Thiess, Torsten</creator><creator>Brückner, Tobias</creator><creator>Hammond, Kai</creator><creator>Helten, Holger</creator><creator>Finze, Maik</creator><creator>Braunschweig, Holger</creator><general>John Wiley and Sons Inc</general><scope>24P</scope><scope>WIN</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-8200-8262</orcidid><orcidid>https://orcid.org/0000-0001-9264-1726</orcidid><orcidid>https://orcid.org/0000-0003-1273-3685</orcidid><orcidid>https://orcid.org/0000-0001-5978-811X</orcidid><orcidid>https://orcid.org/0000-0002-6098-7148</orcidid></search><sort><creationdate>20211117</creationdate><title>Controlled Synthesis of Oligomers Containing Main‐Chain B(sp2)‐B(sp2) Bonds</title><author>Schorr, Fabian ; Schopper, Nils ; Riensch, Nicolas ; Fantuzzi, Felipe ; Neder, Marco ; Dewhurst, Rian D. ; Thiess, Torsten ; Brückner, Tobias ; Hammond, Kai ; Helten, Holger ; Finze, Maik ; Braunschweig, Holger</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4406-464db33b24bf47f9b278dcfa00db38cc2cc40047fae422b6e18dde510f151d623</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>boron</topic><topic>catenation</topic><topic>diborane</topic><topic>hydroboration</topic><topic>oligomerization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Schorr, Fabian</creatorcontrib><creatorcontrib>Schopper, Nils</creatorcontrib><creatorcontrib>Riensch, Nicolas</creatorcontrib><creatorcontrib>Fantuzzi, Felipe</creatorcontrib><creatorcontrib>Neder, Marco</creatorcontrib><creatorcontrib>Dewhurst, Rian D.</creatorcontrib><creatorcontrib>Thiess, Torsten</creatorcontrib><creatorcontrib>Brückner, Tobias</creatorcontrib><creatorcontrib>Hammond, Kai</creatorcontrib><creatorcontrib>Helten, Holger</creatorcontrib><creatorcontrib>Finze, Maik</creatorcontrib><creatorcontrib>Braunschweig, Holger</creatorcontrib><collection>Wiley Online Library Open Access</collection><collection>Wiley Free Content</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Schorr, Fabian</au><au>Schopper, Nils</au><au>Riensch, Nicolas</au><au>Fantuzzi, Felipe</au><au>Neder, Marco</au><au>Dewhurst, Rian D.</au><au>Thiess, Torsten</au><au>Brückner, Tobias</au><au>Hammond, Kai</au><au>Helten, Holger</au><au>Finze, Maik</au><au>Braunschweig, Holger</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Controlled Synthesis of Oligomers Containing Main‐Chain B(sp2)‐B(sp2) Bonds</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chemistry</addtitle><date>2021-11-17</date><risdate>2021</risdate><volume>27</volume><issue>64</issue><spage>16043</spage><epage>16048</epage><pages>16043-16048</pages><issn>0947-6539</issn><issn>1521-3765</issn><eissn>1521-3765</eissn><abstract>A number of novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) are prepared by salt metathesis, and the appended alkynyl groups are subjected to hydroboration. Their reactions with monohydroboranes lead to discrete boryl‐appended diborane(4) species, while dihydroboranes induce their catenation to oligomeric species, the first known examples of well‐characterized macromolecular species with B−B bonds. The oligomeric species were found to comprise up to ten repeat units and are soluble in common organic solvents. Some of the oligomeric species have good air stability and all were characterized by NMR and vibrational spectroscopy and size‐exclusion chromatography techniques.
Novel alkynyl‐functionalized diarylbis(dimethylamino)diboranes(4) were prepared and reacted with mono‐ and dihydroboranes, leading to hydroboration of the alkyne groups. The products are discrete boryl‐appended diborane(4) species and oligomeric species, and are the first known examples of well‐characterized macromolecular species with boron‐boron bonds. The oligomeric products were found to comprise up to ten repeat units, and are soluble in common organic solvents.</abstract><cop>Germany</cop><pub>John Wiley and Sons Inc</pub><pmid>34549841</pmid><doi>10.1002/chem.202103366</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-8200-8262</orcidid><orcidid>https://orcid.org/0000-0001-9264-1726</orcidid><orcidid>https://orcid.org/0000-0003-1273-3685</orcidid><orcidid>https://orcid.org/0000-0001-5978-811X</orcidid><orcidid>https://orcid.org/0000-0002-6098-7148</orcidid><oa>free_for_read</oa></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | boron catenation diborane hydroboration oligomerization |
| title | Controlled Synthesis of Oligomers Containing Main‐Chain B(sp2)‐B(sp2) Bonds |
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