Metastable Chiral Azobenzenes Stabilized in a Double Racemate

Mohan Amalu; Sasikumar Devika; Bhat Vinayak; Hariharan Mahesh

摘要

Abstract > The self‐assembly of chiral organic chromophores is gaining huge significance due to the abundance of supramolecular chirality found in natural systems. We report an interdigitated molecular assembly involving axially chiral octabrominated perylenediimide (OBPDI) which transfers chiral information to achiral aromatic moieties. The crystalline two‐component assemblies of OBPDI and electron‐rich aromatic units were facilitated through π‐hole???π donor–acceptor interactions, and the charge‐transfer characteristics in the ground and excited states of the OBPDI cocrystals were established through spectroscopic and theoretical techniques. The OBPDI cocrystals entail a remarkable homochiral segregation of P and M enantiomers of both molecular entities in the same crystal system, leading to twisted double‐racemic arrangements. Synergistically engendered cavities with the stored chiral information of the twisted OBPDI stabilize higher‐energy P/M enantiomers of trans ‐azobenzene through non‐covalent interactions. </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> > 手性有机发色团的自组装由于自然系统中发现的超分子手性的丰富而产生巨大意义。我们报告了一种涉及轴向手性八元溴化萘酰胺（OBPDI）的分子组件，其将手性信息转移到芳香部分。通过π孔π供体 - 受体相互作用促进OBPDI和电子富含电子芳香单元的结晶双组分组件，并通过光谱和理论技巧。 OBPDI Cocrystals在同一晶体系统中的两个分子实体的P和M对映体的显着冠制偏析，导致扭曲的双重外消旋布置。与扭曲的obpdi的存放手性信息稳定的增强型腔稳定 trans </ i> - 通过非共价相互作用扎唑。 </ 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8期</span><b style="margin: 0 2px;">|</b><span>共8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=Mohan Amalu&option=202" target="_blank" rel="nofollow">Mohan Amalu;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Sasikumar Devika&option=202" target="_blank" rel="nofollow">Sasikumar Devika;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Bhat Vinayak&option=202" target="_blank" rel="nofollow">Bhat Vinayak;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Hariharan Mahesh&option=202" target="_blank" rel="nofollow">Hariharan Mahesh;</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>School of chemistryIndian institute of science education and Research Thiruvananthapuram (IISER-TVM)Maruthamala P.O. Vithura Thiruvananthapuram Kerala 695551 India;</p> <p>School of chemistryIndian institute of science education and Research Thiruvananthapuram (IISER-TVM)Maruthamala P.O. Vithura Thiruvananthapuram Kerala 695551 India;</p> <p>School of chemistryIndian institute of science education and Research Thiruvananthapuram (IISER-TVM)Maruthamala P.O. Vithura Thiruvananthapuram Kerala 695551 India;</p> <p>School of chemistryIndian institute of science education and Research Thiruvananthapuram (IISER-TVM)Maruthamala P.O. Vithura Thiruvananthapuram Kerala 695551 India;</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=axial chirality&option=203" rel="nofollow">axial chirality;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=cocrystals&option=203" rel="nofollow">cocrystals;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=donor–acceptor stacks&option=203" rel="nofollow">donor–acceptor stacks;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=host–guest chemistry&option=203" rel="nofollow">host–guest chemistry;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=symmetry-adapted perturbation theory&option=203" rel="nofollow">symmetry-adapted perturbation theory;</a> </p> <div class="translation"> 机译：轴向手性;鳄鱼;供体 - 受体堆叠;宿主 - 客人化学;对称适应的扰动理论; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704028161538.html">Metastable Chiral Azobenzenes Stabilized in 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