(+/-)-1,2-dibenzoyloxy-1,2-diphenylethane | 17601-71-7

• 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: (+/-)-1,2-dibenzoyloxy-1,2-diphenylethane
• 英文别名: racem.-α.α'-dibenzoyloxy-bibenzyl；(1R,2R)-1,2-Diphenyl-1,2-ethanediol 1,2-dibenzoate；[(1R,2R)-2-benzoyloxy-1,2-diphenylethyl] benzoate
• CAS: 17601-71-7；38036-63-4；86703-60-8；123807-35-2
• 化学式: C₂₈H₂₂O₄
• 分子量: 422.48
• InChiKey: WCKDRBAZAZDBKR-CLJLJLNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲酰氯 、 benzoic acid (R,R)-2-hydroxy-1,2-diphenylethyl ester 在 吡啶 作用下， 生成 (+/-)-1,2-dibenzoyloxy-1,2-diphenylethane
  参考文献：
  名称：

  An O-18 Tracer Study of the “Wet” and “Dry” Prevost Reactions

  摘要：

  DOI：

  10.1021/ja01580a038

文献信息

• Divergent Functionalization of Alkynes Enabled by Organic Photoredox Catalysis
  作者：David A. Nicewicz、Zhengbo Zhu、Siran Qian

  DOI：10.1055/a-2009-8279

  日期：——

  oxidative conditions is challenging, as alkynes are usually recalcitrant towards typical oxidants. Herein, we communicate a strategy for the divergent functionalization of alkynes with photoexcited acridinium organic dyes, presumably via the formation of vinyl cation radicals as key intermediates. Based on the nature of the nucleophiles, different types of difunctionalized products were obtained in moderate

  炔烃在氧化条件下的直接官能化具有挑战性，因为炔烃通常对典型的氧化剂具有顽抗性。在此，我们提出了一种用光激发吖啶有机染料对炔烃进行不同官能化的策略，大概是通过形成乙烯基阳离子自由基作为关键中间体。根据亲核试剂的性质，以中等至良好的收率获得了不同类型的双官能化产物。添加路易斯酸锂导致非对映控制发生令人惊讶的逆转。
• Reduction of Diesters of 1,2-Diols. Regioselective C−O Bond Cleavage of the Anionic Forms
  作者：Norma A. Macías-Ruvalcaba、Cheryl L. Moy、Zi-Rong Zheng、Dennis H. Evans

  DOI：10.1021/jo060535w

  日期：2006.6.1

  [GRAPHICS]The electrochemical reduction of benzoate diesters of glycols has been studied in acetonitrile and N, N-dimethylformamide as solvents. The reductions occur in two closely spaced one-electron steps, and it was found that the dianion diradicals decompose by one of two routes, depending on the substituents on the ethylene moiety: cleavage of two benzoates to produce alkene or formation of benzil by way of a postulated cyclic intermediate to produce also the dianion of the diol. These correspond to cleavage of the R-OC( O) Ar bonds and the RO-C( O) Ar bonds, respectively. When the radical formed by the former cleavage is a primary or secondary radical, the reaction is too slow to compete with the latter reaction that produces benzil. However, when that radical is either tertiary or benzylic, the former cleavage reaction is fast and no benzil is detected. The dianions of p-cyano-and p-nitrobenzoate esters are rather stable on the voltammetric time scale. However, the addition of lithium ions results in detectable formation of 4,4'-dicyanobenzil from four different p-cyanobenzoate diesters.
• Anchisi, Carlo; Maccioni, Antonio; Maccioni, Anna Maria, Gazzetta Chimica Italiana, 1983, vol. 113, # 1/2, p. 73 - 76
  作者：Anchisi, Carlo、Maccioni, Antonio、Maccioni, Anna Maria、Podda, Gianni

  DOI：——

  日期：——
• New Metal Salt-Induced Homolytic Reactions. II. Modification of Free Radical Reactions by Copper Salts¹
  作者：M. S. KHARASCH、ANDREW FONO

  DOI：10.1021/jo01087a007

  日期：1959.5
• 25. Reactions of alkoxy-radicals. Part III. Formation of esters from alkyl nitrites
  作者：A. L. J. Beckwith、G. W. Evans

  DOI：10.1039/jr9620000130

  日期：——