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首页> 外文期刊>International Journal of Quantum Chemistry >A DFT study of proton transfers for the reaction of phenol and hydroxyl radical leading to dihydroxybenzene and H 22 O in the water cluster
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A DFT study of proton transfers for the reaction of phenol and hydroxyl radical leading to dihydroxybenzene and H 22 O in the water cluster

机译：质子转移的DFT研究，用于苯酚和羟基的反应导致水簇中的二羟基苯和H 2 2 o

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Abstract > Reactions of phenol and hydroxyl radical were studied under the aqueous environment to investigate the antioxidant characters of phenolic compounds. M06‐2X/6‐311?+?G(d,p) calculations were carried out, where proton transfers via water molecules were examined carefully. Stepwise paths from phenol?+?OH ? ?+?(H <sub>2</sub> O) <sub> n </sub> ( n ?=?3, 7, and 12) to the phenoxyl radical (Ph?O ? ) via dihydroxycyclohexadienyl radicals ( ipso , ortho , meta, and para OH‐adducts) were obtained. In those paths, the water dimer was computed to participate in the bond interchange along hydrogen bonds. The concerted path corresponding to the hydrogen atom transfer (HAT, apparently Ph?OH?+?OH ? → Ph?O ? ?+?H <sub>2</sub> O) was found. In the path, the hydroxyl radical located on the ipso carbon undergoes the charge transfer to prompt the proton (not hydrogen) transfer. While the present new mechanism is similar to the sequential proton loss electron transfer (SPLET) one, the former is of the concerted character. Tautomerization reactions of ortho or para (OH)C <sub>6</sub> H <sub>5</sub> =O?+?(H <sub>2</sub> O) <sub> n </sub> → C <sub>6</sub> H <sub>4</sub> (OH) <sub>2</sub> (H <sub>2</sub> O) <sub> n </sub> were traced with n ?=?2, 3, 4, and 14. The <i </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”> <标题类型=“main”>在水性环境下研究了苯酚和羟基自由基的反应，以研究酚类化合物的抗氧化特性。进行M06-2X / 6-311？+Δg（d，p）计算，仔细检查通过水分子的质子转移。来自苯酚的逐步路径α+？OH α+？（h <sub> 2 </ sub> o）<sub> n </ i> </ sub>（通过二羟基环己二烯基（ IPSO， ortho <）至苯氧基（pH oth'O，7,7和12）至苯氧基（pH-sup> @ / sup>）。 / i>，获得， Meta，</ i>和对帕拉（Para）进行了处理。在这些路径中，计算水二聚体以沿氢键参与粘合互换。对应于氢原子转移（帽子，明显pH≤HOH≤HOH→β-→α）的齐孔路径发现亚> o）。在路径中，位于 IPSO和碳上的羟基自由基经历电荷转移以提示质子（不氢）转移。虽然目前的新机制类似于顺序质子损失电子转移（SPLET），而前者是齐全的特征。 ortho </ i>或对β/ i>（OH）C <sub> 6 </ sub> H <sub> 5 </ sub> = o？+？（H <sub > 2 </ sub> o）<sub> n </ s> </ sub>→c <sub> 6 </ sub> h <sub> 4 </ sub>（OH）<sub> 2 < / sub>（H <sub> 2 </ sub> o）<sub> n </ i> </ sub>用 n </ i>追踪？=？2,3,4，和14. <i </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-21753/'>《International Journal of Quantum Chemistry》</a> <b style="margin: 0 2px;">|</b><span>2018年第6期</span><b style="margin: 0 2px;">|</b><span>共14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=Yamabe Shinichi&option=202" target="_blank" rel="nofollow">Yamabe Shinichi;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yamazaki Shoko&option=202" target="_blank" rel="nofollow">Yamazaki Shoko;</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 ChemistryNara University of EducationTakabatake‐cho Nara 630‐8528 Japan;</p> <p>Department of ChemistryNara University of EducationTakabatake‐cho Nara 630‐8528 Japan;</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/1186.html" title="物理化学（理论化学）、化学物理学">物理化学（理论化学）、化学物理学;</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=DFT calculations&option=203" rel="nofollow">DFT calculations;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=hydroxyl radical&option=203" rel="nofollow">hydroxyl radical;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=phenol&option=203" rel="nofollow">phenol;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=proton transfer&option=203" rel="nofollow">proton transfer;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=transition states&option=203" rel="nofollow">transition states;</a> </p> <div class="translation"> 机译：DFT计算;羟基自由基;苯酚;质子转移;过渡状态; 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</span> <span> . 1999</span><span>,第2期</span> </span> </div> </li> <li> <div> <b>6. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-58797_thesis/020222551976.html">手性四面体碳QSAR分析应用于某些6-芳氧基-3，5-二羟基己糖酸类3-羟基-3-甲基戊二酰辅酶A(HMG-CoA)还原酶抑制剂6-多取代苯氧基-3，5-二羟基己酸的初步研究</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=叶楠&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 叶楠</a> <span> <a href="/conference-cn-58797/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 2001中国药学会学术年会 </a> <span> <span> . 2001</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020312649369.html">含铁催化剂在苯及苯酚HO羟基化催化反应中的研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=刘惠平&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 刘惠平</a> <span> . 2005</span> </span> </div> </li> </ul> <ul 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