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首页> 外文期刊>Journal of Physical Organic Chemistry >Steric interactions controlling the synsyn diastereofacial selectivity in the [3?+?2] cycloaddition reaction between acetonitrile oxide and 7‐oxanorborn‐5‐en‐2‐ones: A molecular electron density theory study
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Steric interactions controlling the synsyn diastereofacial selectivity in the [3?+?2] cycloaddition reaction between acetonitrile oxide and 7‐oxanorborn‐5‐en‐2‐ones: A molecular electron density theory study

机译：在乙腈氧化物和7-氧脂植物-5-烯-2-α之间的[3 + + 2]环加成反应中控制 syn Syn diakeThacial选择性的空间相互作用：分子电子密度理论研究

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Abstract > A Molecular Electron Density Theory study of the zw‐type 32CA reactions of acetonitrile oxide (NO) with two 7‐oxanorborn‐5‐en‐2‐ones (ONBs) has been performed at the DFT B3LYP/6‐31G(d) computational level. These cycloadditions proceed through one‐step mechanisms with high activation energies and present low para regio and complete syn diastereofacial selectivities. While the non‐polar character of these zw‐type 32CA reactions, which is the consequence of the insufficient electrophilic activation of ONBs, according to the analysis of the conceptual DFT reactivity indices, accounts for the high activation energies, and low para regioselectivity, NCI topological analyses at the anti/syn pairs of para TSs reveal that the steric hindrance encountered between the NO framework and the ONB side containing the carbonyl group along the anti approach mode is responsible for the complete syn diastereofacial selectivity. </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”>摘要</标题> >分子电子密度理论研究 zw型</ i> 32ca在DFT B3LYP / 6-31G（D）计算水平上进行了乙腈氧化物（NO）与两种7-氧造山树脂-5-烯-2-α-（OPB）的反应。这些环加入通过具有高激活能量的一步机制，并且存在低帕拉（Para），并完成 SYN </ i>非对映异构选择性。虽然这些 zw型</ i> 32ca反应的非极性特征，这是对概念性DFT反应性指数的分析的电子亲电激活的结果，占高激活能量的分析和低帕拉/ i>区域选择性，NCI拓扑分析在抗/ syn </ i>对 para </ i> tss，揭示了无框架之间遇到的空间障碍沿抗</ i>接近模式的含有羰基的ONB侧是负责完整的 SYN </ i>非对映异构选择性。 </ p> </ abstract> </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-35546/'>《Journal of Physical Organic Chemistry》</a> <b style="margin: 0 2px;">|</b><span>2017年第12期</span><b style="margin: 0 2px;">|</b><span>共11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=Adjieufack A. I.&option=202" target="_blank" rel="nofollow">Adjieufack A. I.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ndassa I.M.&option=202" target="_blank" rel="nofollow">Ndassa I.M.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ketcha Mbadcam J.&option=202" target="_blank" rel="nofollow">Ketcha Mbadcam J.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ríos‐Gutiérrez M.&option=202" target="_blank" rel="nofollow">Ríos‐Gutiérrez M.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Domingo L.R.&option=202" target="_blank" rel="nofollow">Domingo L.R.;</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>Physical and Theoretical Chemistry Laboratory Faculty of ScienceUniversity of Yaoundé IYaoundé Cameroon;</p> <p>Department of Chemistry High Teacher Training CollegeUniversity of Yaoundé IYaoundé Cameroon;</p> <p>Physical and Theoretical Chemistry Laboratory Faculty of ScienceUniversity of Yaoundé IYaoundé Cameroon;</p> <p>Department of Organic ChemistryUniversity of ValenciaBurjassot Valencia Spain;</p> <p>Department of Organic ChemistryUniversity of ValenciaBurjassot Valencia Spain;</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/4796.html" title="有机化学一般性问题">有机化学一般性问题;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> </p> </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> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704025793875.html">Steric interactions controlling the <fi >syn</fi>syn diastereofacial selectivity in the [3?+?2] cycloaddition reaction between acetonitrile oxide and 7‐oxanorborn‐5‐en‐2‐ones: A molecular electron density theory study</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Adjieufack A. 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