(2-甲氧基苯基)(1-萘基)甲醇 | 6839-10-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: (2-甲氧基苯基)(1-萘基)甲醇
• 英文名称: (2-methoxyphenyl)(1-naphthalenyl)methanol
• 英文别名: (2-methoxyphenyl)naphthalen-1-ylmethanol；(+/-)-Hydroxy-(2-methoxy-phenyl)-(naphthyl-(1))-methan；(2-Methoxy-phenyl)-[1]naphthyl-methanol；(2-Methoxy-phenyl)-(1)naphthyl-carbinol；(2-Methoxyphenyl)-naphthalen-1-ylmethanol
• CAS: 6839-10-7
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: HPGVANBSCZSPHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 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：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-甲氧基苯基)(1-萘基)甲醇 在 盐酸 、 丙酮 作用下， 生成 (2-methoxy-phenyl)-[1]naphthyl-(toluene-4-sulfonyl)-methane
  参考文献：
  名称：

  Balfe et al., Journal of the Chemical Society, 1946, p. 797,802

  摘要：

  DOI：
• 作为产物：
  描述：

  1-naphthyltrimethylsilane 、 邻甲氧基苯甲醛 在 1-叔丁基-4,4,4-三(二甲氨基)-2,2-二[三(二甲氨基)-正膦亚基氨基]-2Λ5,4Λ5-连二(磷氮基化合物) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以68%的产率得到(2-甲氧基苯基)(1-萘基)甲醇
  参考文献：
  名称：

  Phosphazene base-promoted functionalization of aryltrimethylsilanes

  摘要：

  使用催化量的 t-Bu-P4 碱研究了芳基三甲基硅烷中 Ar-Si 键的活化，并在芳香环上没有强电子撤回基团的情况下完成了芳基三甲基硅烷的选择性官能化。

  DOI：

  10.1039/b611090h

文献信息

• A New Route to Acyclic Diaminocarbenes via Lithium−Halogen Exchange
  作者：David R. Snead、Ion Ghiviriga、Khalil A. Abboud、Sukwon Hong

  DOI：10.1021/ol9013156

  日期：2009.8.6

  (ADC) from chloroamidinium salts. Convenient access to various ADC complexes (B, Rh, Ir, Pd) stems from a one-pot transmetalation protocol. Formation of a carbenoid species is suggested by 1D and 2D NMR studies with a 13C-labeled chloroamidinium precursor and also by X-ray structures of transition metal−carbene complexes. Rh-ADC complex 4 is an effective catalyst for the 1,2-addition of aryl boronic acids

  已开发出锂-卤素交换路线，可从氯ami盐生成无环二氨基卡宾（ADC）。方便地访问各种ADC配合物（B，Rh，Ir，Pd）来自于一锅式金属转移协议。通过13 C标记的氯ami鎓前体的1D和2D NMR研究以及过渡金属-卡宾配合物的X射线结构，表明类胡萝卜素物质的形成。Rh-ADC配合物4是芳基硼酸1,2-加成芳基醛的有效催化剂。
• Decarboxylative dearomatization and mono-α-arylation of ketones
  作者：Shehani N. Mendis、Jon A. Tunge

  DOI：10.1039/c6cc03672d

  日期：——

  We report the first example of a palladium-catalyzed decarboxylative dearomatization reaction that occurs via Pd-[small pi]-benzyl intermediates. In fact, the Pd-catalyzed decarboxylative cross-coupling reaction of benzyl enol carbonates can lead to...

  我们报道了通过Pd- [小π-苄基中间体]发生的钯催化的脱羧脱芳香化反应的第一个例子。实际上，碳酸苄基烯醇酯的钯催化脱羧交叉偶联反应可导致...
• Palladium-Catalyzed Stereospecific Decarboxylative Benzylation of Alkynes
  作者：Shehani N. Mendis、Jon A. Tunge

  DOI：10.1021/acs.orglett.5b02410

  日期：2015.11.6

  Enantioenriched benzyl esters of propiolic acids undergo highly stereospecific decarboxylative coupling to provide 1,1-diarylethynyl methanes. This sp-sp(3) coupling does not require strongly basic conditions or preformed organometallics and produces CO2 as the sole byproduct. Ultimately, this method results in the successful transfer of stereochemical information from secondary benzyl alcohols to generate enantioenriched tertiary diarylmethanes.
• Bis(2-alkylpyrrolidin-1-yl)methylidenes as Chiral Acyclic Diaminocarbene Ligands
  作者：David R. Snead、Sebastien Inagaki、Khalil A. Abboud、Sukwon Hong

  DOI：10.1021/om901112n

  日期：2010.4.12

  2-Alkylpyrrolidines were used as building blocks for acyclic diaminocarbenes (ADCs). First, ureas were made from the corresponding amines, and then the urns were converted to chloro-amidiniums. The chloroamidiniums served as direct precursors to ADCs, and palladium complexes were made utilizing oxidative addition, whereas lithium halogen exchange was performed to generate rhodium complexes. The carbene ligands were characterized through use of NMR, mass spectrometry, and X-ray analysis, and from X-ray structures, steric parameters were calculated as % V-Bur values. The ability of these ligands to direct stereochemistry and enhance activity was explored in the Suzuki cross-coupling reaction and the 1,2 addition of arylboronic acids to aldehydes.
• Planar chiral imidazolium salts based on [2.2]paracyclophane in the asymmetric rhodium-catalyzed 1,2-addition of arylboronic acids to aldehydes
  作者：Qingshuang Ma、Yudao Ma、Xiao Liu、Wenzeng Duan、Bo Qu、Chun Song

  DOI：10.1016/j.tetasy.2010.01.025

  日期：2010.3

  A series of planar chiral imidazolium salts derived from [2.2]paracyclophane have been synthesized and characterized. By using these imidazolium salts as carbene precursors, the Rh-catalyzed 1,2-addition of arylboronic acids to aldehydes proceeded readily with low catalyst loadings (0.03-0.3 mol %) and gave a variety of chiral diarylmethanols in excellent yields and moderate enantioselectivities. (C) 2010 Elsevier Ltd. All rights reserved.