2-([1,1'-biphenyl]-4-yl)propan-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-([1,1'-biphenyl]-4-yl)propan-1-ol
• 英文别名: 2-([11'-Biphenyl]-4-yl)propan-1-ol；2-(4-phenylphenyl)propan-1-ol
• 化学式: C₁₅H₁₆O
• 分子量: 212.291
• InChiKey: MCTUQDKYUYFTQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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-([1,1'-biphenyl]-4-yl)propan-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (2S)-2-(4-phenylphenyl)propanal 、 (R)-2-(biphenyl-4-yl)propanal
  参考文献：
  名称：

  α-取代的苯乙烯基衍生物的高度区域和对映选择性催化不对称硼氢化。

  摘要：

  使用容易获得的铱催化剂，已经以优异的收率，完美的区域选择性以及在某些情况下高水平的对映选择性实现了各种1,1-二取代烯烃的催化不对称硼氢化反应。

  DOI：

  10.1039/c0cc01547d
• 作为产物：
  描述：

  4-异丙基联苯 在 edetate disodium 、 L-脯氨酸 、 1,4-二巯基-2,3-丁二醇 作用下， 以 二甲基亚砜 、 甘油 为溶剂， 反应 24.0h， 生成 2-([1,1'-biphenyl]-4-yl)propan-1-ol
  参考文献：
  名称：

  Bioconversion of aromatic compounds by Escherichia coli that expresses cytochrome P450 CYP153A13a gene isolated from an alkane-assimilating marine bacterium Alcanivorax borkumensis

  摘要：

  The cytochrome P450 CYP153 family has been isolated from alkane-assimilating bacteria. CYP153 has been shown to mediate terminal hydroxylations of linear alkanes or alkyl aromatics. We here performed the biotransformation of various aromatic compounds by Escherichia coli cells that expressed the CYP153A13a (P450balk) gene, which was isolated from an alkane-degading marine bacterium Alcanivorax borkumensis. Aromatic compounds including a short alkyl moiety or methyl ether moiety, and phenolic compounds were converted to their respective hydroxylated products, whose structures were determined by HRMS and NMR analyses. The present study revealed that the catalytic function of CYP153A13a is multifunctional, i.e., it can hydroxylate not only the terminal of short alkyl groups that attached to aromatic rings but also the p-position of phenolic compounds substituted with a halogen or the acetyl group. CYP153A13a was also shown to demethylate methylether-including aromatic compounds. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2010.05.015

文献信息

• Copper-catalyzed hydroformylation and hydroxymethylation of styrenes
  作者：Hui-Qing Geng、Tim Meyer、Robert Franke、Xiao-Feng Wu

  DOI：10.1039/d1sc05474k

  日期：——

  realized. Remarkably, by using a different copper precursor, the aldehydes obtained can be further hydrogenated to give the corresponding alcohols under the same conditions, formally named as hydroxymethylation of alkenes. Under pressure of syngas, various aldehydes and alcohols can be produced from alkenes with copper as the only catalyst, in excellent regioselectivity. Additionally, an all-carbon quaternary

  过渡金属催化的加氢甲酰化是工业有机化学中最重要的均相催化反应之一。每年通过这种转化生产数百万吨醛和相关化学品。然而，大多数应用程序使用铑催化剂。在这里描述的过程中，实现了烯烃的铜催化加氢甲酰化。值得注意的是，通过使用不同的铜前体，得到的醛可以在相同条件下进一步氢化得到相应的醇，正式命名为烯烃的羟甲基化。在合成气的压力下，以铜为唯一催化剂，烯烃可以合成各种醛类和醇类，具有优良的区域选择性。此外，通过添加未活化的卤代烷，也可以合成包含醚和甲酸酯的全碳季铵盐中心。根据我们的结果提出了可能的反应途径。
• Synthesis of Alcohols via a Rhodium-Catalyzed Hydroformylation- Reduction Sequence using Tertiary Bidentate Amine Ligands
  作者：Lawrence L. W. Cheung、Giuseppe Vasapollo、Howard Alper

  DOI：10.1002/adsc.201200053

  日期：2012.7.9

  The synthesis of alcohols from aromatic olefins is described using a rhodium‐catalyzed hydroformylation–reduction sequence with the assistance of a tertiary diamine ligand. The alcohols are produced in excellent branched to linear ratios and in good to excellent isolated yields. In all cases no aldehyde product, from hydroformylation, or alkyl product, from olefin reduction, was detected.

  描述了在叔二胺配体的帮助下，使用铑催化的加氢甲酰化-还原序列，由芳族烯烃合成醇。这些醇以极佳的支链与线性比率以及极佳的极佳分离收率生产。在所有情况下，均未检测到加氢甲酰化产生的醛产物或烯烃还原产生的烷基产物。
• Practical synthesis of pharmaceutically relevant molecules enriched in sp³ character
  作者：Peter S. Campbell、Craig Jamieson、Iain Simpson、Allan J. B. Watson

  DOI：10.1039/c7cc08670a

  日期：——

  A highly efficient and general procedure for the preparation of medicinally relevant compounds with enhanced 3D character is reported.

  报道了一种高效且通用的程序，用于制备具有增强的三维特性的具有药用价值的化合物。
• Reductive Opening of Oxetanes Catalyzed by Frustrated Lewis Pairs: Unexpected Aryl Migration via Neighboring Group Participation
  作者：Luning Tang、Yu Zang、Wengang Guo、Zhengyu Han、Hai Huang、Jianwei Sun

  DOI：10.1021/acs.orglett.2c01088

  日期：2022.5.6

  B(C6F5)3 was found to catalyze an unusual double reduction of oxetanes by hydrosilane with aryl migration via neighboring group participation. Control experiments suggested that the phenonium ion serves as the key intermediate. Minor modification of this protocol also led to simple hydrosilylative opening of oxetanes.

  发现B(C 6 F 5 ) 3催化氢硅烷对氧杂环丁烷的异常双重还原，其中芳基迁移通过相邻基团参与。对照实验表明铼离子是关键的中间体。该协议的微小修改也导致了氧杂环丁烷的简单氢化开环。
• [EN] HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF CNS AND CARDIOVASCULAR DISORDERS<br/>[FR] COMPOSES HETEROCYCLIQUES POUR LE TRAITEMENT DES TROUBLES DU SYSTEME NERVEUX CENTRAL ET DES TROUBLES CARDIOVASCULAIRES
  申请人：THE UPJOHN COMPANY

  公开号：WO1995018118A1

  公开（公告）日：1995-07-06

  (EN) Novel aromatic bicyclic amines of formula (I) are useful in treating central nervous system disorders and cardiac arrhythmias and cardiac fibrillation.(FR) L'invention concerne de nouvelles amines bicycliques aromatiques de formule (I) destinées à être utilisées pour le traitement des troubles du système nerveux central, des arythmies cardiaques et de la fibrillation cardiaque.

  (中) 公式（I）的新型芳香族双环胺在治疗中枢神经系统疾病、心律失常和心房颤动方面具有用途。