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首页> 外文期刊>Journal of Physical Organic Chemistry >Solvated proton as the main reagent and a catalyst in the single‐stage aromatic sulfonation and protodesulfonation of sulfonic acids
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Solvated proton as the main reagent and a catalyst in the single‐stage aromatic sulfonation and protodesulfonation of sulfonic acids

机译：作为主要试剂的质子和磺酸的单级芳族磺化和原型的催化剂

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Abstract >This review is devoted to the critical analysis of the existing contradictory ideas about kinetic description and the mechanisms of electrophilic aromatic substitution (EAS), ie, reversible arene sulfonation and hydrolysis (protodesulfonation) of arenesulfonic acids. Contemporary scientific and educational literature contains prevailing, widespread points of view on the multistage nature processes of the EAS that proceed via π‐ and σ‐complexes and are accompanied by arenium ion formation. This interpretation does not account for determining influence of the medium, and the process accompanies the loss of aromaticity. > The review presents an alternative point of view: These processes proceed via single‐stage and the same transition state. To substantiate this position, we reviewed in detail the contemporary ideas on the solvated proton structure, the limits of applicability of acidity function Н <sub>о</sub> and excess acidity Х scales, and the experimental solubility data of arenesulfonic acid hydrates in sulfuric acid. This solubility depends on the medium acidity (h <sub>o</sub> ), which provides the formation of 3 conjugated types of hydrates: anionic (АrSO <sub>3</sub> ? ·H <sub>2</sub> O), hydroxonium‐arene sulfonated (АrSO <sub>3</sub> ? ·H <sub>3</sub> O + ), and the hydroxonium complex with the H‐form of АrSO <sub>3</sub> Н·H <sub>3</sub> O + acid. In sulfuric acid solutions with an excess of water, irreversible hydrolysis proceeds with the participation of ArSO <sub>3</sub> ? ·H <sub>3</sub> O + . However, </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> >本评论致力于对现有的动力学描述和机制的矛盾思想的关键分析电泳芳族取代（EAS），即芳烃酸的可逆芳烃磺化和水解（产前素）。当代科学和教育文献含有普遍的观点，对通过π-和Σ - 复合物进行的eas的多级自然过程，并伴随着亚烯离子​​形成。这种解释不考虑确定培养基的影响，并且该过程伴随着芳香性的丧失。审查显示了替代的观点：这些过程通过单级和相同的转换状态进行。为了证实这一职位，我们详细审查了溶剂化质子结构的当代思想，酸度函数Н<亚> </ sub>和多余酸度х尺度的适用性的限制，以及氨基磺酸水合物的实验溶解性数据硫酸。该溶解度取决于培养基酸度（H <sub> O </ sub>），其提供3个共轭类型的水合物：阴离子（α<sub> 3 </ sub> ·</ sup>· H <sub> 2 </ sub> O），羟基 - 芳烃磺化（аrso<sub> 3 </ sub> αs··h <sub> 3 </ sub> O + < / sup>）和羟基络合物与H形，H形状的H形络合物<sub> 3 </ sub> H <sub> 3 </ sub> O + </ sup>酸。在具有过量水的硫酸溶液中，不可逆水解随着ARSO <Sub> 3 </ sub> αs≤x</ sub> o + < / sup>。然而， </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29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=Kozlov Vladimir A.&option=202" target="_blank" rel="nofollow">Kozlov Vladimir A.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Ivanov Sergey N.&option=202" target="_blank" rel="nofollow">Ivanov Sergey N.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Koifman Oskar I.&option=202" target="_blank" rel="nofollow">Koifman Oskar I.;</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 Chemistry and Technology of Macromolecular CompoundsIvanovo State University of Chemistry and TechnologyIvanovo Russia;</p> <p>Department of Organic and Physical ChemistryIvanovo State UniversityIvanovo Russia;</p> <p>Department of Chemistry and Technology of Macromolecular CompoundsIvanovo State University of Chemistry and TechnologyIvanovo Russia;</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;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=acidity&option=203" rel="nofollow">acidity;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=arenesulfonic acid&option=203" rel="nofollow">arenesulfonic acid;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=aromatic sulfonation&option=203" rel="nofollow">aromatic sulfonation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=electrophilic aromatic substitution&option=203" rel="nofollow">electrophilic aromatic substitution;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=hydrated proton&option=203" rel="nofollow">hydrated proton;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=hydrolysis&option=203" rel="nofollow">hydrolysis;</a> </p> <div class="translation"> 机译：酸度;芳磺酸;芳香族磺酸;亲电子芳香替代;水解质子;水解; </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/0704025793893.html">Solvated proton as the main reagent and a catalyst in the single‐stage aromatic sulfonation and protodesulfonation of sulfonic acids</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Kozlov Vladimir A.&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Kozlov Vladimir A.,</a> <a 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Belladamadu Siddappa ANANDAKUMAR</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Muthukur Bhojegowd Madhusudana REDDY&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,Muthukur Bhojegowd Madhusudana REDDY</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chikka Nagaiah THARAMANI&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,Chikka Nagaiah THARAMANI</a> <span> <a href="/journal-cn-28399/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 催化学报 </a> </span> <span> . 2013</span><span>,第004期</span> </span> </div> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/academic-journal-cn_journal-northeast-electric-power-university_thesis/0201280051883.html">磺化聚芳醚类复合质子交换膜的研究进展</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=李炎&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 李炎</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=卢钥雯&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,卢钥雯</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=梁虎南&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,梁虎南</a> <span> <a href="/journal-cn-7500/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 东北电力大学学报 </a> </span> <span> . 2020</span><span>,第005期</span> </span> </div> </li> <li> <div> <b>6. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-60088_thesis/020222668300.html">光敏性磺化聚芳醚酮质子交换膜的制备与性能研究</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=HE Rui&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . HE Rui</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=何瑞&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,何瑞</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=YAN Shijing&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,YAN Shijing</a> <span> <a href="/conference-cn-60088/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 2014年全国高分子材料科学与工程研讨会 </a> <span> <span> . 2014</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020311753345.html">磺化聚芳醚质子交换膜材料和非稀有金属Fe基燃料电池催化剂关键材料的设计与合成</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=李秀华&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 李秀华</a> <span> . 2006</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120101418476.html">羧基化ZIFs与磺化芳族聚合物的复合质子交换膜及其制备方法和应用</a> <b>[P]</b> . <span> 中国专利： CN110563980A </span> <span> . 2019-12-13</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/061202638664.html">一种磺化芳族聚合物‑改性碳纳米管复合质子交换膜及其制备方法</a> <b>[P]</b> . <span> 中国专利： CN105355930B </span> <span> . 2017.11.10</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130433832294.html">AROMATIC SULFONIC ACID IMIDE DERIVATIVE, AROMATIC SULFONIC ACID IMIDE-CONTAINING BLOCK COPOLYMER, POLYARYLENE HAVING SULFONIC ACID IMIDE-SULFONIC ACID COPOLYMER, POLYMER SOLID ELECTROLYTE CONTAINING AROMATIC SULFONIC ACID IMIDE DERIVATIVE, POLYMER SOLID ELECTROLYTE CONTAINING SULFONIC ACID IMIDE-SULFONIC ACID-CONTAINING POLYARYLENE, AND PROTON CONDUCTIVE MEMBRANE CONTAINING THEM</a> <b>[P]</b> . <span> 外国专利： <!-- 日本专利： --> JP2008163160A </span> <span> . 2008-07-17</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：芳族磺酸亚酰胺衍生物，含芳族磺酸亚胺的嵌段共聚物，具有芳族磺酸亚酰胺-磺酰胺酸共聚物的聚芳基，含固态聚合物-电解质-含烯丙基-磺酰胺酸的聚合物包含它们的质子传导膜 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130421061749.html">Aromatic sulfonic imide derivatives, aromatic sulfonic imide-containing block copolymers, polyarylenes having sulfonic imide sulfonic acid copolymers, polymer solid electrolytes containing aromatic sulfonic imide derivatives, sulfonic imide sulfonic acid containing Polymer solid electrolyte containing polyarylene, proton conducting membrane containing them</a> <b>[P]</b> . <span> 外国专利： <!-- 日本专利： --> JP5109367B2 </span> <span> . 2012-12-26</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：芳族磺酰亚胺衍生物，含芳族磺酸酰亚胺的嵌段共聚物，具有磺酰亚胺磺酸共聚物的聚亚芳基，含有芳族磺酸酰亚胺衍生物的聚合物固体电解质，含磺酸亚磺酸磺酸的聚合物，含聚亚芳基固态电解质，含它们的质子传导膜 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130421265799.html">Aromatic sulfonic acid ester derivative, polyarylene having the aromatic sulfonic acid ester derivative, solid polymer electrolyte using the polyarylene, and proton conducting membrane obtained from the solid polymer electrolyte</a> <b>[P]</b> . <span> 外国专利： <!-- 日本专利： --> JP5298429B2 </span> <span> . 2013-09-25</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：芳族磺酸酯衍生物，具有芳族磺酸酯衍生物的聚亚芳基，使用该聚亚芳基的固体聚合物电解质以及由该固体聚合物电解质获得的质子传导膜 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div 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