2-benzyl-1,3-diphenylpropan-1-ol | 24547-82-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-benzyl-1,3-diphenylpropan-1-ol
• CAS: 24547-82-8
• 化学式: C₂₂H₂₂O
• 分子量: 302.416
• InChiKey: OOJATZXFVVTWLD-UHFFFAOYSA-N

物化性质

• 沸点：
  254-255 °C(Press: 15 Torr)
• 密度：
  1.0782 g/cm3(Temp: 22 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-benzyl-1,3-diphenylpropan-1-ol 在 C₃₉H₃₂Cl₃F₆IrN₂ 、 potassium hydroxide 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以94%的产率得到2-benzyl-1,3-diphenyl-propan-1-one
  参考文献：
  名称：

  铱催化的仲醇与伯醇的烷基化：一种通往支链酮和醇的途径。

  摘要：

  据报道，在借用氢的条件下，NHC-铱（I）催化通过仲醇与伯醇的烷基化直接或一锅法连续合成α，α-二取代的酮。值得注意的是，本方法提供了一种易于合成α，α-二取代酮的新方法，该方法具有多种特征，包括广泛的底物范围，使用易于处理的醇作为起始原料，并在有氧条件下进行反应。此外，通过向反应混合物中添加外部氢源，选择性地一锅形成β，β-二取代的醇。

  DOI：

  10.1021/acs.joc.0c01099
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 sodium 作用下， 生成 2-benzyl-1,3-diphenylpropan-1-ol
  参考文献：
  名称：

  The Omega-Benzyl Derivatives of Acetophenone and their Reduction Products

  摘要：

  DOI：

  10.1021/ja01315a031

文献信息

• Ruthenium Phosphine–Pyridone Catalyzed Cross-Coupling of Alcohols To form α-Alkylated Ketones
  作者：Apurba R. Sahoo、Gummidi Lalitha、V. Murugesh、Christian Bruneau、Gangavaram V. M. Sharma、Surisetti Suresh、Mathieu Achard

  DOI：10.1021/acs.joc.7b02042

  日期：2017.10.6

  An efficient and green route to access diverse functionalized ketones via dehydrogenative–dehydrative cross-coupling of primary and secondary alcohols is demonstrated. Selective and tunable formation of ketones or alcohols is catalyzed by a recently developed proton responsive ruthenium phosphine–pyridone complex. Light alcohols such as ethanol could be used as alkylating agents in this methodology

  通过伯醇和仲醇的脱氢-脱水交叉偶联，获得了一种有效且绿色的途径来获得各种功能化的酮。酮或醇的选择性和可调形成是由最近开发的质子响应性钌膦-吡啶酮配合物催化的。在这种方法中，轻质醇（如乙醇）可用作烷基化剂。此外，通过顺序加入不同的醇，可以实现异丙醇的选择性串联双烷基化。
• Ruthenium-NHC Catalyzed α-Alkylation of Methylene Ketones Provides Branched Products through Borrowing Hydrogen Strategy
  作者：Christoph Schlepphorst、Biplab Maji、Frank Glorius

  DOI：10.1021/acscatal.6b01351

  日期：2016.7.1

  The α-alkylation of a broad range of methylene ketones was achieved using a ruthenium(II)-NHC catalyst under borrowing hydrogen conditions. Primary alcohols served as alkylating agents and could be used in a one-to-one stoichiometry with respect to the ketone. The selectivity of the process for methyl over branched ketones enabled a one-pot double alkylation protocol utilizing two different alcohols

  使用钌（II）-NHC催化剂，在借入氢气的条件下，可以实现多种亚甲基酮的α-烷基化。伯醇用作烷基化剂，可以相对于酮以一对一的化学计量使用。甲基对支链酮的工艺选择性使一种锅法双烷基化方案得以实现，该方案使用两种不同的醇和一种催化剂。而且，该方法可以直接用于多奈哌齐的一步合成，多奈哌齐是最畅销的用于治疗阿尔茨海默氏病的药物。
• Manganese‐Catalyzed Chemoselective Coupling of Secondary Alcohols, Primary Alcohols and Methanol
  作者：Jun Tang、Jingxi He、Sheng‐Yin Zhao、Weiping Liu

  DOI：10.1002/anie.202215882

  日期：——

  For the first time, a manganese-catalyzed three-component coupling of secondary alcohol, primary alcohol and methanol for the synthesis of β,β-methylated/alkylated alcohol with high chemoselectivity is presented.

  首次提出了锰催化的仲醇、伯醇和甲醇的三组分偶联反应，用于合成具有高化学选择性的 β,β-甲基化/烷基化醇。
• Direct Synthesis of Gem-β,β′-Bis(alkyl) Alcohols Using Nickel Catalysis via Sequential DCR Approach
  作者：Lalit Mohan Kabadwal、Atanu Bera、Debasis Banerjee

  DOI：10.1021/acscatal.4c00647

  日期：2024.3.15

  functionalized gem-β,β′-bis(alkyl)alcohols by coupling of a β-alkylated secondary alcohol with a primary alcohol is reported using nickel via sequential DCR (dehydrogenation–condensation–rehydrogenation) approach. Using our method, 1-arylethanol and benzyl alcohols undergo a one-pot successive double alkylation reaction to form functionalized alcohols. Methanol, C2–C12 alcohols, citronellol, and fatty acid-derived

  据报道，使用镍通过连续 DCR（脱氢-缩合-再氢化）方法，通过将 β-烷基化仲醇与伯醇偶联来化学选择性合成功能化 gem-β,β'-双（烷基）醇。使用我们的方法，1-芳基乙醇和苯甲醇进行一锅连续双烷基化反应，形成官能化醇。可以耐受甲醇、C2-C12 醇、香茅醇和脂肪酸衍生的油醇，包括类固醇激素（胆固醇和睾酮）和 5-pregnen-3β-ol-20-one 的后期功能化。催化转化能够合成多奈哌齐药物（用于治疗阿尔茨海默病）、N-杂芳烃（喹啉和吖啶），包括色烷和中间黄烷衍生物。对不同对位取代的苯甲醇与 1-苯基丙醇的哈米特动力学图分析表明，苯甲醇的氧化可能是速率决定步骤，并且预计取代对反应动力学有强烈影响。负ρ值 (-0.60) 强烈表示苯甲醇上形成正电荷。初步机理研究表明，醇脱氢为醛是决定速率的步骤，因为它涉及醇的 C-H/D 键断裂，计算出的P H / P D值为 6.0。反应曲线研究、EPR
• Dependence of Finger Flexion Force on the Posture of the Nonperforming Fingers During Key Pressing Tasks
  作者：Zong-Ming Li、Guang H. Yue

  DOI：10.1080/00222890209601951

  日期：2002.12

  The influence of different positions of the non-performing (idle) fingers on the maximal force contraction of flexion (master) fingers during key pressing tasks was investigated. Ten participants performed maximal voluntary flexion contractions with various combinations of the index, middle, ring, and little fingers while the idle fingers rested on or were lifted away from the supporting surface. The effect of idle finger posture on total finger force production of master fingers was dependent on finger combination. In general, force production by master fingers was higher when the idle fingers were lifted away from the supporting surface than when they rested on it. The average increase in total force production by master fingers caused by the lifting of idle fingers was +12.4% (from -8.3% to +30.2%). Force-production capability of individual master fingers can be facilitated (as high as 34.1%), unchanged, or depressed (as high as -29.0%) by lifting the idle fingers. The effect of idle finger posture on finger force production of master fingers led to changes in force deficit. Neural, anatomical, and mechanical factors might account for the dependence of finger flexion force of master fingers on the posture of the idle fingers.