Versatile Micropatterns of N‐Heterocyclic Carbenes on Gold Surfaces: Increased Thermal and Pattern Stability with Enhanced Conductivity
Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The NHC‐modified areas showed an increased conductivity compared to unmodified gold surface areas. Furthermore, the remaining surface areas could...
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Veröffentlicht in: | Angewandte Chemie International Edition 2018-08, Vol.57 (35), p.11465-11469 |
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creator | Nguyen, D. Thao Freitag, Matthias Körsgen, Martin Lamping, Sebastian Rühling, Andreas Schäfer, Andreas H. Siekman, Martin H. Arlinghaus, Heinrich F. van der Wiel, Wilfred G. Glorius, Frank Ravoo, Bart Jan |
description | Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The NHC‐modified areas showed an increased conductivity compared to unmodified gold surface areas. Furthermore, the remaining surface areas could be modified with a second, azide‐functionalized carbene, facilitating further applications and post‐printing modifications. Thorough elucidation by a variety of analytical methods offers comprehensive evidence for the viability of the methodology reported here. The protocol enables facile access to versatile, microstructured NHC‐modified gold surfaces with highly stable patterns, enhanced conductivity, and the option for further modification.
Reading the fine print: Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The protocol enables facile access to versatile NHC‐modified gold surfaces with highly stable patterns, enhanced conductivity, and the option for further modification. |
doi_str_mv | 10.1002/anie.201807197 |
format | Article |
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Reading the fine print: Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The protocol enables facile access to versatile NHC‐modified gold surfaces with highly stable patterns, enhanced conductivity, and the option for further modification.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201807197</identifier><identifier>PMID: 29952056</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Adducts ; Analytical methods ; Carbenes ; Carbon dioxide ; Conductivity ; Gold ; gold surfaces ; microcontact printing ; N-heterocyclic carbenes ; Salts ; self-assembled monolayers ; Surface stability ; Viability</subject><ispartof>Angewandte Chemie International Edition, 2018-08, Vol.57 (35), p.11465-11469</ispartof><rights>2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4507-8d10ea26f85a16d37e99de9fa26e8c39581c7e3ae3ced8752a027986391bec2c3</citedby><cites>FETCH-LOGICAL-c4507-8d10ea26f85a16d37e99de9fa26e8c39581c7e3ae3ced8752a027986391bec2c3</cites><orcidid>0000-0002-0648-956X ; 0000-0003-2202-7485</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%2Fanie.201807197$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201807197$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29952056$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Nguyen, D. Thao</creatorcontrib><creatorcontrib>Freitag, Matthias</creatorcontrib><creatorcontrib>Körsgen, Martin</creatorcontrib><creatorcontrib>Lamping, Sebastian</creatorcontrib><creatorcontrib>Rühling, Andreas</creatorcontrib><creatorcontrib>Schäfer, Andreas H.</creatorcontrib><creatorcontrib>Siekman, Martin H.</creatorcontrib><creatorcontrib>Arlinghaus, Heinrich F.</creatorcontrib><creatorcontrib>van der Wiel, Wilfred G.</creatorcontrib><creatorcontrib>Glorius, Frank</creatorcontrib><creatorcontrib>Ravoo, Bart Jan</creatorcontrib><title>Versatile Micropatterns of N‐Heterocyclic Carbenes on Gold Surfaces: Increased Thermal and Pattern Stability with Enhanced Conductivity</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The NHC‐modified areas showed an increased conductivity compared to unmodified gold surface areas. Furthermore, the remaining surface areas could be modified with a second, azide‐functionalized carbene, facilitating further applications and post‐printing modifications. Thorough elucidation by a variety of analytical methods offers comprehensive evidence for the viability of the methodology reported here. The protocol enables facile access to versatile, microstructured NHC‐modified gold surfaces with highly stable patterns, enhanced conductivity, and the option for further modification.
Reading the fine print: Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The protocol enables facile access to versatile NHC‐modified gold surfaces with highly stable patterns, enhanced conductivity, and the option for further modification.</description><subject>Adducts</subject><subject>Analytical methods</subject><subject>Carbenes</subject><subject>Carbon dioxide</subject><subject>Conductivity</subject><subject>Gold</subject><subject>gold surfaces</subject><subject>microcontact printing</subject><subject>N-heterocyclic carbenes</subject><subject>Salts</subject><subject>self-assembled monolayers</subject><subject>Surface stability</subject><subject>Viability</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFkTtv2zAURomiRZI6WTsGBLp0kcOHJZLZAsNJDDgPII9VuKauYAYy5ZJSDW9Zu_U39peUht0U6JKJj3vuR-IeQr5wNuSMiTPwDoeCcc0UN-oDOeK54JlUSn5M-5GUmdI5PySfY3xJvNasOCCHwphcsLw4Ij-fMUToXIP0xtnQrqDrMPhI25re_n79dY3p2NqNbZylYwhz9JiKnl61TUUf-lCDxXhOp94GhIgVfVxgWEJDwVf0fpdGHzqYu8Z1G7p23YJO_AK8Tey49VVvO_cjlY7JpxqaiCf7dUCeLieP4-tsdnc1HV_MMjvKmcp0xRmCKGqdAy8qqdCYCk2drlBbaXLNrUIJKNMDWuUCmFBGF9LwOVph5YB82-WuQvu9x9iVSxctNg14bPtYClbwETPblgH5-h_60vbBp98lyqT5SzUyiRruqDS-GAPW5Sq4JYRNyVm5lVRuJZVvklLD6T62ny-xesP_WkmA2QHr5GXzTlx5cTud_Av_A7qUoKo</recordid><startdate>20180827</startdate><enddate>20180827</enddate><creator>Nguyen, D. Thao</creator><creator>Freitag, Matthias</creator><creator>Körsgen, Martin</creator><creator>Lamping, Sebastian</creator><creator>Rühling, Andreas</creator><creator>Schäfer, Andreas H.</creator><creator>Siekman, Martin H.</creator><creator>Arlinghaus, Heinrich F.</creator><creator>van der Wiel, Wilfred G.</creator><creator>Glorius, Frank</creator><creator>Ravoo, Bart Jan</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0648-956X</orcidid><orcidid>https://orcid.org/0000-0003-2202-7485</orcidid></search><sort><creationdate>20180827</creationdate><title>Versatile Micropatterns of N‐Heterocyclic Carbenes on Gold Surfaces: Increased Thermal and Pattern Stability with Enhanced Conductivity</title><author>Nguyen, D. Thao ; Freitag, Matthias ; Körsgen, Martin ; Lamping, Sebastian ; Rühling, Andreas ; Schäfer, Andreas H. ; Siekman, Martin H. ; Arlinghaus, Heinrich F. ; van der Wiel, Wilfred G. ; Glorius, Frank ; Ravoo, Bart Jan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4507-8d10ea26f85a16d37e99de9fa26e8c39581c7e3ae3ced8752a027986391bec2c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Adducts</topic><topic>Analytical methods</topic><topic>Carbenes</topic><topic>Carbon dioxide</topic><topic>Conductivity</topic><topic>Gold</topic><topic>gold surfaces</topic><topic>microcontact printing</topic><topic>N-heterocyclic carbenes</topic><topic>Salts</topic><topic>self-assembled monolayers</topic><topic>Surface stability</topic><topic>Viability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nguyen, D. Thao</creatorcontrib><creatorcontrib>Freitag, Matthias</creatorcontrib><creatorcontrib>Körsgen, Martin</creatorcontrib><creatorcontrib>Lamping, Sebastian</creatorcontrib><creatorcontrib>Rühling, Andreas</creatorcontrib><creatorcontrib>Schäfer, Andreas H.</creatorcontrib><creatorcontrib>Siekman, Martin H.</creatorcontrib><creatorcontrib>Arlinghaus, Heinrich F.</creatorcontrib><creatorcontrib>van der Wiel, Wilfred G.</creatorcontrib><creatorcontrib>Glorius, Frank</creatorcontrib><creatorcontrib>Ravoo, Bart Jan</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nguyen, D. Thao</au><au>Freitag, Matthias</au><au>Körsgen, Martin</au><au>Lamping, Sebastian</au><au>Rühling, Andreas</au><au>Schäfer, Andreas H.</au><au>Siekman, Martin H.</au><au>Arlinghaus, Heinrich F.</au><au>van der Wiel, Wilfred G.</au><au>Glorius, Frank</au><au>Ravoo, Bart Jan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Versatile Micropatterns of N‐Heterocyclic Carbenes on Gold Surfaces: Increased Thermal and Pattern Stability with Enhanced Conductivity</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2018-08-27</date><risdate>2018</risdate><volume>57</volume><issue>35</issue><spage>11465</spage><epage>11469</epage><pages>11465-11469</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The NHC‐modified areas showed an increased conductivity compared to unmodified gold surface areas. Furthermore, the remaining surface areas could be modified with a second, azide‐functionalized carbene, facilitating further applications and post‐printing modifications. Thorough elucidation by a variety of analytical methods offers comprehensive evidence for the viability of the methodology reported here. The protocol enables facile access to versatile, microstructured NHC‐modified gold surfaces with highly stable patterns, enhanced conductivity, and the option for further modification.
Reading the fine print: Patterned monolayers of N‐heterocyclic carbenes (NHCs) on gold surfaces were obtained by microcontact printing of NHC–CO2 adducts and NHC(H)[HCO3] salts. The protocol enables facile access to versatile NHC‐modified gold surfaces with highly stable patterns, enhanced conductivity, and the option for further modification.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>29952056</pmid><doi>10.1002/anie.201807197</doi><tpages>5</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0002-0648-956X</orcidid><orcidid>https://orcid.org/0000-0003-2202-7485</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Adducts Analytical methods Carbenes Carbon dioxide Conductivity Gold gold surfaces microcontact printing N-heterocyclic carbenes Salts self-assembled monolayers Surface stability Viability |
title | Versatile Micropatterns of N‐Heterocyclic Carbenes on Gold Surfaces: Increased Thermal and Pattern Stability with Enhanced Conductivity |
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