1,6-diphenyl-1,6-hexanediol | 39997-18-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,6-diphenyl-1,6-hexanediol
• 英文别名: meso-1,6-diphenyl-1,6-hexanediol；meso-1,6-diphenyl-hexanediol-(1,6)；meso-1,6-Diphenyl-hexandiol-(1,6)；(1S,6R)-1,6-diphenylhexane-1,6-diol
• CAS: 39997-18-7
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: SXMWTOPZFVZWKJ-HDICACEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二苯甲酰丁烷 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 1,6-diphenyl-1,6-hexanediol
  参考文献：
  名称：

  Stereochemistry of ?,?-diphenylalkane-?,?-diols; Cyclization and determination of the diastereomeric ratio of the diols formed upon reduction of ?,?-diphenylalkane-?,?-diones

  摘要：

  DOI：

  10.1007/bf00914517

文献信息

• Facile Reduction of Aromatic Aldehydes, Ketones, Diketones and Oxo Aldehydes to Alcohols by an Aqueous TiCl3/NH3 System: Selectivity and Scope
  作者：Angelo Clerici、Nadia Pastori、Ombretta Porta

  DOI：10.1002/1099-0690(200210)2002:19<3326::aid-ejoc3326>3.0.co;2-v

  日期：2002.10

  quantitative reduction of aromatic aldehydes, ketones, diketones and oxo aldehydes to alcohols by use of TiCl3/NH3 in aqueous methanol solution is reported. The reducing system distinguishes between different classes of aldehydes and/or ketones, and many functionalities that usually do not survive under reducing conditions are tolerated well. The concept of reversal of chemoselectivity has also been developed

  报道了使用 TiCl3/NH3 在甲醇水溶液中几乎定量地将芳香醛、酮、二酮和氧代醛还原为醇的简单而快速的方法。还原系统区分不同类别的醛和/或酮，并且许多通常在还原条件下无法存活的官能团可以很好地耐受。化学选择性逆转的概念也得到了发展。提出了一种基于从 TiIII 到羰基碳原子的两个连续单电子转移的机制，第二个 SET 仅在存在铵离子（添加或原位形成）时才起作用。(© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
• Design, synthesis and structure of new chiral squaric acid monoaminoalcohols and diaminoalcohols and their use as catalysts in asymmetric reduction of ketones and diketones
  作者：Hai-Bing Zhou、Ji Zhang、Shou-Mao Lü、Ru-Gang Xie、Zhong-Yuan Zhou、Michael C.K Choi、Albert S.C Chan、Teng-Kuei Yang

  DOI：10.1016/s0040-4020(01)00936-x

  日期：2001.11

  Many chiral squaric acid aminoalcohols and C2-symmetric diaminoalcohols have been synthesized and their in situ formed chiral boron heterocycles have been used as catalysts for the enantioselective reduction of prochiral ketones and diketones by borane to give alcohols with up to 99% enantiomeric excess and 99% yield. The effects of solvent, catalyst–substrate ratio and temperature were also investigated

  已经合成了许多手性方酸氨基醇和C 2对称的二氨基醇，它们的原位形成的手性硼杂环已被用作催化剂，通过硼烷对手性酮和二酮进行对映选择性还原，制得对映体过量高达99％的醇和99 ％ 屈服。还研究了溶剂，催化剂-底物比例和温度的影响。
• Multiple Dendritic Catalysts for Asymmetric Transfer Hydrogenation
  作者：Ying-Chun Chen、Tong-Fei Wu、Jin-Gen Deng、Hui Liu、Xin Cui、Jin Zhu、Yao-Zhong Jiang、Michael C. K. Choi、Albert S. C. Chan

  DOI：10.1021/jo0257795

  日期：2002.7.1

  and were well-characterized by NMR and MS techniques. Their ruthenium complexes prepared in situ had good solubility in the reaction medium (azeotrope of formic acid and triethylamine) and demonstrated high catalytic activity and enantioselectivity comparable to monomeric catalysts in the asymmetric transfer hydrogenation of ketones and imines. Quantitative yields and for some cases a slightly higher

  基于手性二胺的第一代和第二代多个树枝状配体以收敛的方式合成，并通过NMR和MS技术得到了很好的表征。原位制备的钌配合物在反应介质（甲酸和三乙胺的共沸物）中具有良好的溶解性，在酮和亚胺的不对称转移加氢反应中，与单体催化剂相比具有较高的催化活性和对映选择性。在树突状催化中获得定量产率，并且在某些情况下获得更高的对映选择性（高达98.7％ee）。考虑到外围的高局部催化剂浓度，测试了二酮在表面催化单元之间可能的协同反应性，但未发现明显差异。
• Iwai et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1960, vol. 80, p. 156
  作者：Iwai et al.

  DOI：——

  日期：——
• Studies toward cyclic trisulfides. Trisulfide polymers and sulfur extrusion
  作者：David N. Harpp、Roger A. Smith、Kosta Steliou

  DOI：10.1021/jo00323a019

  日期：1981.5