(1R,2R)-1,2-dimethoxy-1,2-diphenylethane | 1147-17-7

• 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: (1R,2R)-1,2-dimethoxy-1,2-diphenylethane
• 英文别名: [(1R,2R)-1,2-dimethoxy-2-phenylethyl]benzene
• CAS: 1147-17-7；3962-43-4；14156-28-6；40577-73-9；62860-42-8；62860-43-9
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: AWRUKIQHUKYALU-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2R)-1,2-dimethoxy-1,2-diphenylethane 在 tetrabutylammonium tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  基于 C-C 键解离的“阳离子池”方法。Monocations 和 Dications 的有效生成

  摘要：

  烷氧基芳基碳正离子的“阳离子池”是通过低温电解氧化 CC 键离解有效产生的。本方法对于与碳亲核试剂反应的指示剂的产生和积累特别有效。

  DOI：

  10.1021/ja050414y
• 作为产物：
  描述：

  trans-α,α-dimethoxystilbene 在 palladium on activated charcoal 氢气 作用下， 以85%的产率得到(1R,2R)-1,2-dimethoxy-1,2-diphenylethane
  参考文献：
  名称：

  Merz, Andreas; Eichner, Manfred; Tomahogh, Robert, Liebigs Annalen der Chemie, 1981, # 10, p. 1774 - 1784

  摘要：

  DOI：
• 作为试剂：
  描述：

  磷酰基乙酸三乙酯 、 4-叔丁基环己酮 在 (1R,2R)-1,2-dimethoxy-1,2-diphenylethane 、 lithium diisopropyl amide 作用下， 以 甲苯 为溶剂， 生成 (4-叔丁基环己基)乙酸乙酯
  参考文献：
  名称：

  External Chiral Ligand-Mediated Enantioselective Peterson Reaction of α-Trimethylsilanylacetate with Substituted Cyclohexanones

  摘要：

  graphicThe asymmetric Peterson reaction of an alpha-trimethylsilanylacetate with 4-substituted and 3,5-disubstituted cyclohexanones was mediated by an external chiral tridentate ligand to give the corresponding olefins with an axial chirality in high yields and enantioselectivities of up to 85%.

  DOI：

  10.1021/ol0269749

文献信息

• Methoxychlorination and dimethoxylation of alkenes the reactions of substituted styrenes with phenylselenenyl chloride in methanol
  作者：Marcello Tiecco、Lorenzo Testaferri、Marco Tingoli、Donatella Chianelli、Donatella Bartoli

  DOI：10.1016/s0040-4020(01)81734-8

  日期：1988.1

  addition of PhSeCl to α- and β-substituted styrenes in methanol is regio- and stereospecific and affords the products of methoxyselenenylation. These compounds further react with PhSeCl to give the deselenenylation products. In the case of α-substituted styrenes, 1-methoxy, 2-chloroalkanes are produced, whereas with β-substituted styrenes the major reaction products are the 1,2-dimethoxyalkanes and

  在甲醇中向α-和β-取代的苯乙烯中添加PhSeCl具有区域和立体特异性，并提供甲氧基硒烯化的产物。这些化合物进一步与PhSeCl反应，得到去硒烯基化产物。在α-取代的苯乙烯的情况下，产生了1-甲氧基，2-氯代烷烃，而对于β-取代的苯乙烯，主要的反应产物是发生苯基迁移的1,2-二甲氧基烷烃和2,2-二甲氧基烷烃。结果表明，这些反应是通过中间形成烷基苯基氯化二苯酚PhCR（OMe）CHR 1 SeCl 2 Ph来进行的，而中间反应机理取决于起始烯烃的结构。
• Reductive Coupling of Aromatic Dialkyl Acetals Using the Combination of Zinc and Chlorotrimethylsilane in the Presence of Potassium Carbonate
  作者：Bunpei Hatano、Keita Nagahashi、Shigeki Habaue

  DOI：10.1246/cl.2007.1418

  日期：2007.12.5

  The treatment of aromatic acetals with zinc and chlorosilane in the presence of potassium carbonate in toluene brought about facile and effective reductive coupling to give the corresponding coupling products.

  在甲苯中，芳香性缩醛与锌及氯硅烷在碳酸钾的存在下反应，实现了简便而有效的还原偶联，生成相应的偶联产物。
• METHOD FOR PREPARING CHEMICAL COMPOUNDS OF INTEREST BY NUCLEOPHILIC AROMATIC SUBSTITUTION OF AROMATIC CARBOXYLIC ACID DERIVATIVES SUPPORTING AT LEAST ONE ELECTRO-ATTRACTIVE GROUP
  申请人：Mortier Jacques

  公开号：US20120316337A1

  公开（公告）日：2012-12-13

  Method for preparing carboxylic acid derivatives by aromatic nucleophilic substitution, in which a carboxylic acid derivative having a single carboxyl functional group, or one of the salts thereof, the carboxylic acid derivative having, in the ortho position of the carboxyl functional group, a leaving group, which is preferably an atom of fluorine or of chlorine or an alkoxy group, chiral or not, preferably a methoxy group, the carboxylic acid derivative not being substituted by an electro attractive group other than the leaving group if any; is reacted with a reactant MNu, where M is a metal and Nu is a nucleophile, chiral or not, the aromatic nucleophilic substitution reaction being carried out without a catalyst and without a step of protecting/deprotecting the acid functional group of the starting compound.

  通过芳香亲核取代法制备羧酸衍生物的方法，其中羧酸衍生物具有单个羧基官能团，或其盐之一，该羧酸衍生物在羧基官能团的邻位具有一个离去基团，该离去基团优选为氟原子或氯原子或烷氧基，手性或非手性，优选为甲氧基，如果有的话，该羧酸衍生物未被电子亲合基团取代；与反应物MNu发生反应，其中M为金属，Nu为亲核试剂，手性或非手性，芳香亲核取代反应在无催化剂和无保护/去保护起始化合物的酸官能团的步骤的情况下进行。
• Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f]thiepines
  作者：Paul Wyatt、Andrew Hudson、Jonathan Charmant、A. Guy Orpen、Hirihattaya Phetmung

  DOI：10.1039/b516606c

  日期：——

  Several chiral thiepines were efficiently constructed using sulfur diimidazole in combination with a variety of bislithiated carbon fragments. The sulfur atom in these thiepines is found to be unusually unreactive compared to diphenylsulfide.

  利用二亚胺硫和多种双锂化的碳片段，高效地构建了几种手性硫杂二螺[4.4]壬烷。在这些化合物中，硫原子相对于二苯基硫而言，表现出异常的低反应性。
• Electrochemical Syntheses. IV. The Homolytic Methoxylation and Ethoxylation of Olefins by the Anodic Oxidation of Methanol and Ethanol
  作者：Tadao Inoue、Kikuhiko Koyama、Toru Matsuoka、Shigeru Tsutsumi

  DOI：10.1246/bcsj.40.162

  日期：1967.1

  The electrochemical oxidation of methanol and ethanol in the presence of trans-stilbene, cis-stilbene, norbornene, and styrene has been studied. The major gaseous and nongaseous products have been identified and determined, and the corresponding dimethoxylated derivatives and diethoxylated derivatives have been obtained in fairly high yields. The main path by which these products may have arisen has

  已经研究了在反式二苯乙烯、顺二苯乙烯、降冰片烯和苯乙烯存在下甲醇和乙醇的电化学氧化。主要的气态和非气态产物已被鉴定和测定，相应的二甲氧基化衍生物和二乙氧基化衍生物已以相当高的收率获得。已经讨论了这些产物可能产生的主要途径，并且讨论了将甲氧基自由基加成到二苯乙烯的立体化学。已经特别关注主要产物产生于中间自由基阳极氧化成碳正离子的可能性。