1-(4-chloro-phenyl)-2-phenyl-ethane-1,2-diol | 651323-26-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-chloro-phenyl)-2-phenyl-ethane-1,2-diol
• 英文别名: (R,R)-(+)-1-(4-chlorophenyl),2-phenylethanediol；1-(4-Chlorophenyl)-2-phenylethane-1,2-diol
• CAS: 651323-26-1
• 化学式: C₁₄H₁₃ClO₂
• 分子量: 248.709
• InChiKey: JKHLGCIYBRKEGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-chloro-phenyl)-2-phenyl-ethane-1,2-diol 在 氧气 、 十六烷基三甲基溴化铵 作用下， 以 水 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 以70%的产率得到4-氯苯甲醛
  参考文献：
  名称：

  多相氮化碳光催化剂在好氧胶束介质中邻二元醇的CC键氧化裂解

  摘要：

  已经开发了绿色高效的可见光促进胶束介质中邻二醇的好氧氧化C–C键裂解。该协议使用具有氮空位的石墨氮化碳（CN620）作为无金属可循环使用的光催化剂，而CTAB作为水中的表面活性剂。对照实验和ESR结果表明，超氧自由基和价带孔在反应中起重要作用。进一步的同位素实验提出了反应的β-分裂/ HAT途径和氧化/水解/脱水途径，这与以前的报道不同。半导体/胶束催化剂体系可以循环使用至少10次，而不会显着降低活性。此外，

  DOI：

  10.1039/d0gc01727b
• 作为产物：
  描述：

  对氯联苯酰 在 甲酸 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 40.0h， 以94.8%的产率得到
  参考文献：
  名称：

  The enhanced asymmetric hydrogenation of unsymmetrical benzils to hydrobenzoin catalyzed by organosoluble zirconium phosphonate-immobilized ruthenium catalyst

  摘要：

  In this article, a successful design on translating a heterogeneous catalysis of chiral zirconium phosphonate-supported ruthenium catalyst into a homogeneous system was developed by the covalent attachment of chiral (R,R)-1,2-diphenyl-ethylenediamine [(R,R)-DPEN] into the backbone of zirconium phosphonate with the different arm lengths (n = 2, 4, 6) and immobilization of [RuCl2(p-cymene)](2). Their catalytic performances in the homogeneous asymmetric transfer hydrogenation of unsymmetrical benzils with m- and p-substituents were enhanced, and the excellent activities (>97.1% conv.), diastereomeric and enantiomeric purities (syn/anti = 11.0-29.4, 91.8-99.2%ee syn) were achieved. These homogeneous supported Ru catalysts could be quantitatively and readily recovered by addition of ethyl acetate and centrifugation by solid/liquid separation, and be reused for five times without significant loss of their catalytic performances with 97.0% conv., 95.6% syn and syn/anti = 20.7. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2014.03.039

文献信息

• Multifunctional catalyst useful in the synthesis of chiral vicinal diols and process for the preparation thereof, and process for the preparation of chiral vicinal diols using said multifunctional catalysts
  申请人：——

  公开号：US20030176746A1

  公开（公告）日：2003-09-18

  The present invention relates to a multifunctional reusable catalyst and to a process for the preparation thereof on a single matrix of the support to perform multicomponent reaction in a single pot. The multifunctional catalysts of the invention are useful for the synthesis of chiral vicinal diols by tandem and/or simultaneous reactions involving Heck coupling, N-oxidation and AD reaction of olefins in presence of cinchona alkaloid compounds both as an native one and immobilized one in the said matrix support. This invention also relates to a process for preparing vicinal diols by asymmetric dihydroxylation of olefins in presence of cinchona alkaloid compounds employing reusable multifunctional catalysts as heterogeneous catalysts in place of soluble osmium catalysts.

  本发明涉及一种多功能可重复使用的催化剂，以及一种在单一支撑基体上制备该催化剂的方法，用于在单个锅中执行多组分反应。该发明的多功能催化剂可用于在存在奎宁生物碱化合物的情况下通过串联和/或同时反应合成手性邻二醇，涉及赫克偶联、N-氧化和烯烃的AD反应。本发明还涉及一种通过在存在奎宁生物碱化合物的情况下使用可重复使用的多功能催化剂作为非均相催化剂来制备邻二醇的方法，以取代可溶性的钌催化剂进行烯烃的不对称二羟基化。
• Multifunctional catalyst useful in the synthesis of chiral vicinal diols and process for the preparation thereof
  申请人：Council of Scientific and Industrial Research

  公开号：EP1346767A1

  公开（公告）日：2003-09-24

  The present invention relates to a multifunctional reusable catalyst and to a process for the preparation thereof on a single matrix of the support to perform multicomponent reaction in a single pot. The multifunctional catalysts of the invention are useful for the synthesis of chiral vicinal diols by tandem and / or simultaneous reactions involving Heck coupling, N-oxidation and AD reaction of olefins in presence of cinchona alkaloid compounds both as an native one and immobilized one in the said matrix support. This invention also relates to a process for preparing vicinal diols by asymmetric dihydroxylation of olefins in presence of cinchona alkaloid compounds employing reusable multifunctional catalysts as heterogeneous catalysts in place of soluble osmium catalysts.

  本发明涉及一种多功能可重复使用的催化剂，以及一种在单一支撑基质上制备该催化剂的方法，用于在单一锅中执行多组分反应。本发明的多功能催化剂可用于在金鸡纳生物碱化合物的存在下，通过串联和/或同时反应合成手性邻二醇，涉及 Heck 偶联、N-氧化和烯烃的 AD 反应。该催化剂可以作为原生态和固定化的形式存在于所述支撑基质中。本发明还涉及一种通过在金鸡纳生物碱化合物的存在下，利用可重复使用的多功能催化剂作为异质催化剂来代替可溶性的钌催化剂，合成邻二醇的方法。
• Stereoselective Synthesis of Optically Active Hydrobenzoins via Asymmetric Hydrogenation of Benzils with Ru(OTf)(TsDPEN)(η6-cymene) as the Pre-catalyst
  作者：Xiaofei Huang、Naikai Li、Zhicong Geng、Fengfeng Pan、Xingwang Wang

  DOI：10.1002/cjoc.201200393

  日期：2012.8.14

  Optically active hydrobenzoins are very important building blocks for further derivation of biologically active complexes, natural products, and pharmaceutical compounds. In this paper, A practical approach has been developed for asymmetric hydrogenation of benzils with Ru(OTf)(TsDPEN)(η6‐cymene) as a pre‐catalyst in methanol. Therefore, a series of chiral hydrobenzoins was synthesized in good yields

  光学活性氢安息香素是进一步衍生生物活性复合物，天然产物和药物化合物的重要组成部分。在本文中，一个实用的方法已被用于与钌苯偶酰的不对称氢化显影（OTF）（TsDPEN）（η 6 -cymene）作为在甲醇中的预催化剂。因此，以良好的产率合成了一系列手性的氢安息香素，具有良好至中等的非对映选择性和良好至优异的对映选择性。
• US4087463A
  申请人：——

  公开号：US4087463A

  公开（公告）日：1978-05-02
• US6780810B2
  申请人：——

  公开号：US6780810B2

  公开（公告）日：2004-08-24