(-)-[(4-phenylcyclohexylidene)methyl]benzene | 32812-71-8

• 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: (-)-[(4-phenylcyclohexylidene)methyl]benzene
• 英文别名: (-)-1-Benzylidene-4-phenylcyclohexane；(4-benzylidenecyclohexyl)benzene；(+)-[(4-phenylcyclohexylidene)methyl]benzene
• CAS: 32812-71-8；145124-69-2；155682-99-8
• 化学式: C₁₉H₂₀
• 分子量: 248.368
• InChiKey: IFZGPJWBQDTOBF-ICFOKQHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  [(1-Hydroxy-4-phenyl-cyclohexyl)-phenyl-methyl]-phosphonic acid diethyl ester 在 sodium acetate 、 丙酸 作用下， 反应 0.5h， 以80%的产率得到(-)-[(4-phenylcyclohexylidene)methyl]benzene
  参考文献：
  名称：

  The Asymmetric Horner–Wadsworth–Emmons Reaction Mediated by An External Chiral Ligand

  摘要：

  DOI：

  10.1002/(sici)1521-3773(19980302)37:4<515::aid-anie515>3.3.co;2-h

文献信息

• Insertion of Alkylidene Carbenes into B–H Bonds
  作者：Ji-Min Yang、Feng-Kai Guo、Yu-Tao Zhao、Qiao Zhang、Ming-Yao Huang、Mao-Lin Li、Shou-Fei Zhu、Qi-Lin Zhou

  DOI：10.1021/jacs.0c09596

  日期：2020.12.16

  array of functional group transformations. The unprecedented spiro B-N heterocycles prepared in this study have potential utility as building blocks for the synthesis of pharmaceuticals. Preliminary mechanistic studies suggest that insertion of the alkylidene carbenes into the B-H bonds of the amine-borane adducts proceeds via a concerted process involving a three-membered-ring transition state.

  我们开发了一种将亚烷基卡宾插入胺-硼烷加合物的 BH 键的协议，从而首次通过卡宾插入反应构建 C(sp2)-B 键。各种无环和环状链烯基硼烷-胺加合物由容易获得的起始材料以良好到高产率制备，然后进行各种官能团转化。本研究中制备的史无前例的螺 BN 杂环作为药物合成的基础材料具有潜在的实用性。初步机理研究表明，亚烷基卡宾插入胺-硼烷加合物的 BH 键是通过涉及三元环过渡态的协同过程进行的。
• Asymmetric Synthesis Utilizing Circularly Polarized Light Mediated by the Photoequilibrium of Chiral Olefins in Conjunction with Asymmetric Autocatalysis
  作者：Itaru Sato、Rie Sugie、Yohei Matsueda、Yuri Furumura、Kenso Soai

  DOI：10.1002/anie.200454162

  日期：2004.8.27
• A search for photoresolvable mesogens: synthesis and properties of a series of liquid crystalline, axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl]phenyl]cyclohexanes
  作者：Yifan Zhang、Gary B. Schuster

  DOI：10.1021/jo00086a042

  日期：1994.4

  A series of axially chiral 1-benzylidene-4-[4'-[(p-alkylphenyl)ethynyl] phenyl]cyclohexanes was prepared in racemic form and as optically active mixtures by application of the Hanessian olefination reaction. These compounds have two spectrally overlapping groups which leads to enhanced circular dichroism. And, with appropriate substituents, they form liquid crystal phases when heated above room temperature. The photochemical and material properties of these compounds were studied to assess their suitability for formation of a chiroptical liquid crystal switch. It was found that the Kuhn anisotropy factor (g(lambda)) is too small for this application.
• Zhang Yifan, Schuster Gary B., J. Org. Chem, 59 (1994) N 7, S 1855-1862
  作者：Zhang Yifan, Schuster Gary B.

  DOI：——

  日期：——