Modular Generation of (Iodinated) Polyarenes Using Triethylgermane as Orthogonal Masking Group
While the modular construction of molecules from suitable building blocks is a powerful means to more rapidly generate a diversity of molecules than through customized syntheses, the further evolution of the underlying coupling methodology is key to realize widespread applications. We herein disclos...
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description | While the modular construction of molecules from suitable building blocks is a powerful means to more rapidly generate a diversity of molecules than through customized syntheses, the further evolution of the underlying coupling methodology is key to realize widespread applications. We herein disclose a complementary modular coupling approach to the widely employed Suzuki coupling strategy of boron containing precursors, which relies on organogermane containing building blocks as key orthogonal functionality and an electrophilic (rather than nucleophilic) unmasking event paired with air‐stable PdI dimer based bond construction. This allows to significantly shorten the reaction times for the iterative coupling steps and/or to close gaps in the accessible compound space, enabling straightforward access also to iodinated compounds.
A complementary modular coupling approach to the widely employed Suzuki coupling is disclosed herein, relying on organogermane‐containing building blocks paired with air‐stable PdI dimer based bond construction, which allows to significantly shorten the reaction times and close gaps in the accessible compound space. |
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A complementary modular coupling approach to the widely employed Suzuki coupling is disclosed herein, relying on organogermane‐containing building blocks paired with air‐stable PdI dimer based bond construction, which allows to significantly shorten the reaction times and close gaps in the accessible compound space.</description><subject>Boron</subject><subject>Chemoselectivity</subject><subject>Construction</subject><subject>Coupling (molecular)</subject><subject>Modular construction</subject><subject>Modular Couplings</subject><subject>Organogermanes</subject><subject>Palladium(I) Dimers</subject><subject>Polyarenes</subject><issn>1433-7851</issn><issn>1521-3773</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><recordid>eNqFkc1PHCEYh0nTpn601x4bkl70MFsYYIa5mBij6yZae9BrCcu8s4uysMKMZv97maxuPy49QfI-PPDjh9AXSiaUkPK79hYmJSlLQnkt3qF9KkpasLpm7_OeM1bUUtA9dJDSfealJNVHtMdEWTHesH306zq0g9MRT8FD1L0NHocOH81Ca73uoT3GP4Pb6JjHCd8l6xf4Nlrolxu3gLjSHrBO-Cb2y7AIXjt8rdPDSE1jGNaf0IdOuwSfX9dDdHdxfnt2WVzdTGdnp1eF4ZUURdc0jMyNhkbMYV7xCriQXNBKd5WRJW06Q6saNKu1MUCYLGXLScspa0FAJ9khOtl618N8Ba0B30ft1DralY4bFbRVf0-8XapFeFINo7yRLAuOXgUxPA6QerWyyYBzOWAYksr_JQlloh7v-vYPeh-GmKOPlJBUEE5IpiZbysSQUoRu9xhK1FidGqtTu-ryga9_Rtjhb11loNkCz9bB5j86dfpjdv5b_gKqH6be</recordid><startdate>20220509</startdate><enddate>20220509</enddate><creator>Kreisel, Tatjana</creator><creator>Mendel, Marvin</creator><creator>Queen, Adele E.</creator><creator>Deckers, Kristina</creator><creator>Hupperich, Daniel</creator><creator>Riegger, Julian</creator><creator>Fricke, Christoph</creator><creator>Schoenebeck, Franziska</creator><general>Wiley Subscription Services, Inc</general><general>John Wiley and Sons Inc</general><scope>24P</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/0000-0003-0047-0929</orcidid></search><sort><creationdate>20220509</creationdate><title>Modular Generation of (Iodinated) Polyarenes Using Triethylgermane as Orthogonal Masking Group</title><author>Kreisel, Tatjana ; Mendel, Marvin ; Queen, Adele E. ; Deckers, Kristina ; Hupperich, Daniel ; Riegger, Julian ; Fricke, Christoph ; Schoenebeck, Franziska</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4685-f9930bcae95beb646e4584516af6c8219fc167ea37acce03828d40d413de5ef83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Boron</topic><topic>Chemoselectivity</topic><topic>Construction</topic><topic>Coupling (molecular)</topic><topic>Modular construction</topic><topic>Modular Couplings</topic><topic>Organogermanes</topic><topic>Palladium(I) Dimers</topic><topic>Polyarenes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kreisel, Tatjana</creatorcontrib><creatorcontrib>Mendel, Marvin</creatorcontrib><creatorcontrib>Queen, Adele E.</creatorcontrib><creatorcontrib>Deckers, Kristina</creatorcontrib><creatorcontrib>Hupperich, Daniel</creatorcontrib><creatorcontrib>Riegger, Julian</creatorcontrib><creatorcontrib>Fricke, Christoph</creatorcontrib><creatorcontrib>Schoenebeck, Franziska</creatorcontrib><collection>Wiley Online Library Open Access</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & 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>Kreisel, Tatjana</au><au>Mendel, Marvin</au><au>Queen, Adele E.</au><au>Deckers, Kristina</au><au>Hupperich, Daniel</au><au>Riegger, Julian</au><au>Fricke, Christoph</au><au>Schoenebeck, Franziska</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Modular Generation of (Iodinated) Polyarenes Using Triethylgermane as Orthogonal Masking Group</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2022-05-09</date><risdate>2022</risdate><volume>61</volume><issue>20</issue><spage>e202201475</spage><epage>n/a</epage><pages>e202201475-n/a</pages><issn>1433-7851</issn><issn>1521-3773</issn><eissn>1521-3773</eissn><abstract>While the modular construction of molecules from suitable building blocks is a powerful means to more rapidly generate a diversity of molecules than through customized syntheses, the further evolution of the underlying coupling methodology is key to realize widespread applications. We herein disclose a complementary modular coupling approach to the widely employed Suzuki coupling strategy of boron containing precursors, which relies on organogermane containing building blocks as key orthogonal functionality and an electrophilic (rather than nucleophilic) unmasking event paired with air‐stable PdI dimer based bond construction. This allows to significantly shorten the reaction times for the iterative coupling steps and/or to close gaps in the accessible compound space, enabling straightforward access also to iodinated compounds.
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subjects | Boron Chemoselectivity Construction Coupling (molecular) Modular construction Modular Couplings Organogermanes Palladium(I) Dimers Polyarenes |
title | Modular Generation of (Iodinated) Polyarenes Using Triethylgermane as Orthogonal Masking Group |
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