α-phenyl-α-(β-naphthyl)acetone | 116672-41-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: α-phenyl-α-(β-naphthyl)acetone
• 英文别名: 1-phenyl-1-(2-naphthyl)acetone；1-(naphthalen-2-yl)-1-phenylpropan-2-one；1-Naphthalen-2-yl-1-phenylpropan-2-one
• CAS: 116672-41-4
• 化学式: C₁₉H₁₆O
• 分子量: 260.335
• InChiKey: ZRVZRFVHOHLSCC-UHFFFAOYSA-N

物化性质

• 沸点：
  402.5±14.0 °C(Predicted)
• 密度：
  1.113±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(naphthalen-2-yl)-2-phenyl-1-(phenylselanyl)propan-2-ol 在 肉桂酸 、 rose bengal 作用下， 19.0~23.0 ℃ 、101.33 kPa 条件下， 以83 %的产率得到α-phenyl-α-(β-naphthyl)acetone
  参考文献：
  名称：

  Hydrogen‐Bond‐Modulated Nucleofugality of Se ^III Species to Enable Photoredox‐Catalytic Semipinacol Manifolds

  摘要：

  AbstractChemical bond activations mediated by H‐bond interactions involving highly electronegative elements such as nitrogen and oxygen are powerful tactics in modern catalysis research. On the contrary, kindred catalytic regimes in which heavier, less electronegative elements such as selenium engage in H‐bond interactions to co‐activate C−Se σ‐bonds under oxidative conditions are elusive. Traditional strategies to enhance the nucleofugality of selenium residues predicate on the oxidative addition of electrophiles onto SeII‐centers, which entails the elimination of the resulting SeIV moieties. Catalytic procedures in which SeIV nucleofuges are substituted rather than eliminated are very rare and, so far, not applicable to carbon‐carbon bond formations. In this study, we introduce an unprecedented combination of O−H⋅⋅⋅Se H‐bond interactions and single electron oxidation to catalytically generate SeIII nucleofuges that allow for the formation of new C−C σ‐bonds by means of a type I semipinacol process in high yields and excellent selectivity.

  DOI：

  10.1002/anie.202208611

文献信息

• Ytterbium metal-promoted novel cross-coupling reaction between diaryl ketones and electrophiles
  作者：Zhaomin Hou、Kan Takamine、Osamu Aoki、Hiroyuki Shiraishi、Yuzo Fujiwara、Hiroshi Taniguchi

  DOI：10.1039/c39880000668

  日期：——

  In the presence of Yb metal, diaryl ketones react nucleophilically with octan-2-one, acetonitrile, epoxides, and CO2 to give the corresponding unsymmetrical pinacols, α-hydroxy ketones, 1,3-diols, and α-hydroxy carboxylic acids, respectively.

  在Yb金属存在下，二芳基酮与octan-2-one，乙腈，环氧化物和CO 2亲核反应，得到相应的不对称频哪醇，α-羟基酮，1,3-二醇和α-羟基羧酸，分别。
• Catalytic Alkyne Arylation Using Traceless Directing Groups
  作者：Jung‐Woo Park、Bubwoong Kang、Vy M. Dong

  DOI：10.1002/anie.201804955

  日期：2018.10.8

  to generate enamines, which are then hydrolyzed to either α‐arylphenones or α,α‐diarylketones. This Pd‐catalyzed method overcomes established known pathways to enable the use of amines as traceless directing groups for C−C bond formation.

  通过使用 Pd 0 /Mandyphos，我们实现了炔烃的三组分氨基芳基化以生成烯胺，然后将烯胺水解为 α-芳基苯酮或 α,α-二芳基酮。这种 Pd 催化方法克服了已知的已知途径，能够使用胺作为 C−C 键形成的无痕导向基团。
• LIGAND, NICKEL COMPLEX COMPRISING THE LIGAND, AND REACTION USING THE NICKEL COMPLEX
  申请人：NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY

  公开号：US20160074853A1

  公开（公告）日：2016-03-17

  An object of the present invention is to provide a method for directly performing arylation (particularly α-arylation) of carbonyl or thiocarbonyl compounds using a more inexpensive phenol derivative and nickel catalyst. Another object of the present invention is to provide a novel nickel catalyst that can be used in this method, and a novel ligand of the nickel catalyst. The novel compounds of the present invention are a compound having a diphosphine skeleton in which a five- or six-membered heterocyclic ring is substituted with two dialkylphosphines and/or dicycloalkylphosphines, or a salt thereof, and a compound having the diphosphine skeleton that is bound to nickel. Moreover, coupling reaction of a carbonyl compound and a phenol derivative can be advanced in the presence of a nickel compound having a monodentate or bidentate dialkylphosphine and/or dicycloalkylphosphine skeleton.

  本发明的一个目的是提供一种使用更便宜的酚衍生物和镍催化剂直接进行羟基化（尤其是α-羟基化）的醛或硫醛化合物的方法。本发明的另一个目的是提供一种可以用于该方法的新型镍催化剂，以及镍催化剂的新型配体。本发明的新化合物是一种含有二膦骨架的化合物，其中五元或六元杂环环被两个二烷基膦和/或二环烷基膦取代，或其盐，以及与镍结合的具有二膦骨架的化合物。此外，在存在具有一膦或二膦二烷基膦和/或二环烷基膦骨架的镍化合物的情况下，可以促进醛化合物和酚衍生物的偶联反应。
• Nucleophilic addition of lanthanoid metal umpoled diaryl ketones to electrophiles
  作者：Zhaomin Hou、Kan Takamine、Osamu Aoki、Hiroyuki Shiraishi、Yuzo Fujiwara、Hiroshi Taniguchi

  DOI：10.1021/jo00261a017

  日期：1988.12
• HOU, ZHAOMIN;TAKAMINE, KAN;AOKI, OSAMU;SHIRAISHI, HIROYUKI;FUJIWARA, YUZO+, J. ORG. CHEM., 53,(1988) N6, C. 6077-6084
  作者：HOU, ZHAOMIN、TAKAMINE, KAN、AOKI, OSAMU、SHIRAISHI, HIROYUKI、FUJIWARA, YUZO+

  DOI：——

  日期：——