A Benchtop Method for Appending Protic Functional Groups to N‐Heterocyclic Carbene Protected Gold Nanoparticles

DeJesus Joseph F.; Sherman Lindy M.; Yohannan Darius J.; Becca Jeffrey C.; Strausser Shelby L.; Karger Leonhard F. P.; Jensen Lasse; Jenkins David M.; Camden Jon P.

摘要

Abstract > The remarkable resilience of N‐heterocyclic carbene (NHC) gold bonds has quickly made NHCs the ligand of choice when functionalizing gold surfaces. Despite rapid progress using deposition from free or CO <sub>2</sub> ‐protected NHCs, synthetic challenges hinder the functionalization of NHC surfaces with protic functional groups, such as alcohols and amines, particularly on larger nanoparticles. Here, we synthesize NHC‐functionalized gold surfaces from gold(I) NHC complexes and aqueous nanoparticles without the need for additional reagents, enabling otherwise difficult functional groups to be appended to the carbene. The resilience of the NHC?Au bond allows for multi‐step post‐synthetic modification. Beginning with the nitro‐NHC, we form an amine‐NHC terminated surface, which further undergoes amide coupling with carboxylic acids. The simplicity of this approach, its compatibility with aqueous nanoparticle solutions, and its ability to yield protic functionality, greatly expands the potential of NHC‐functionalized noble metal surfaces. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>抽象</ title> > N-杂环卡宾（NHC）金键的显着恢复力迅速使NHCS在官能化金表面时选择的配体。尽管使用自由或CO的沉积速度快速进展 <sub> 2 </ sub> - 保护的NHCS，合成挑战妨碍NHC表面与质子官能团的官能化，例如醇和胺，特别是在较大的纳米颗粒上。这里，我们将来自金（I）NHC络合物和纳米颗粒的NHC官能化金表面合成而不需要另外的试剂，使得能够将难以将其附加到卡宾酯中的难以。 NHC的弹性？Au键允许多步后综合改性。从硝基-NHC开始，我们形成胺-NHC封端表面，其进一步经历与羧酸偶联的酰胺偶联。这种方法的简单性，其与纳米颗粒溶液的相容性及其产生质子官能团的能力极大地扩展了NHC官能化贵金属表面的电位。 </ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-19011/'>《Angewandte Chemie》</a> <b style="margin: 0 2px;">|</b><span>2020年第19期</span><b style="margin: 0 2px;">|</b><span>共6页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=DeJesus Joseph F.&option=202" target="_blank" rel="nofollow">DeJesus Joseph F.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Sherman Lindy M.&option=202" target="_blank" rel="nofollow">Sherman Lindy M.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yohannan Darius J.&option=202" target="_blank" rel="nofollow">Yohannan Darius J.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Becca Jeffrey C.&option=202" target="_blank" rel="nofollow">Becca Jeffrey C.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Strausser Shelby L.&option=202" target="_blank" rel="nofollow">Strausser Shelby L.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Karger Leonhard F. P.&option=202" target="_blank" rel="nofollow">Karger Leonhard F. P.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Jensen Lasse&option=202" target="_blank" rel="nofollow">Jensen Lasse;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Jenkins David M.&option=202" target="_blank" rel="nofollow">Jenkins David M.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Camden Jon P.&option=202" target="_blank" rel="nofollow">Camden Jon P.;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>Department of ChemistryUniversity of TennesseeKnoxville TN 37996 USA;</p> <p>Department of Chemistry and BiochemistryUniversity of Notre DameSouth Bend IN 46556 USA;</p> <p>Department of Chemistry and BiochemistryUniversity of Notre DameSouth Bend IN 46556 USA;</p> <p>Department of ChemistryThe Pennsylvania State UniversityUniversity Park PA 16802 USA;</p> <p>Department of ChemistryUniversity of TennesseeKnoxville TN 37996 USA;</p> <p>Department of Chemistry and BiochemistryUniversity of Notre DameSouth Bend IN 46556 USA;</p> <p>Department of ChemistryThe Pennsylvania State UniversityUniversity Park PA 16802 USA;</p> <p>Department of ChemistryUniversity of TennesseeKnoxville TN 37996 USA;</p> <p>Department of Chemistry and BiochemistryUniversity of Notre DameSouth Bend IN 46556 USA;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/1188.html" title="应用化学">应用化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=gold&option=203" rel="nofollow">gold;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=nanoparticles&option=203" rel="nofollow">nanoparticles;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=N-heterocyclic carbenes&option=203" rel="nofollow">N-heterocyclic carbenes;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=SERS&option=203" rel="nofollow">SERS;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=surface modification&option=203" rel="nofollow">surface modification;</a> </p> <div class="translation"> 机译：金;纳米颗粒;正杂环碳酸;SERS;表面改性; 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