4'-methyl-[1,1':3',1''-terphenyl]-2'-ol | 143674-71-9

• 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'-methyl-[1,1':3',1''-terphenyl]-2'-ol
• 英文别名: 2,6-Diphenyl-3-methylphenol；3-methyl-2,6-diphenylphenol
• CAS: 143674-71-9
• 化学式: C₁₉H₁₆O
• 分子量: 260.335
• InChiKey: PDTOCZBXUMCFBC-UHFFFAOYSA-N

物化性质

• 沸点：
  379.5±11.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  4'-methyl-[1,1':3',1''-terphenyl]-2'-ol 在 氧气 、 copper(l) chloride 作用下， 以 various solvent(s) 为溶剂， 生成 2,2'-dimethyl-3,3',5,5'-tetraphenyl-[1,1'-biphenyl]-4,4'-diol
  参考文献：
  名称：

  Synthesis and rotational properties of a series of polyaromatic clefts

  摘要：

  A series of molecular clefts containing convergent functional groups has been developed. The rotational processes occurring within these molecules have been investigated by dynamic NMR experiments and these results are compared with those obtained from molecular modelling.

  DOI：

  10.1016/s0040-4039(00)73499-x
• 作为产物：
  描述：

  碘苯 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 间氯过氧苯甲酸 、 lithium tert-butoxide 、 三(二甲胺基)膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 14.0h， 生成 4'-methyl-[1,1':3',1''-terphenyl]-2'-ol
  参考文献：
  名称：

  P(NMe2)3-promoted ortho-selective arylation of phenols with diaryliodonium triflates via rhodium catalysis

  摘要：

  Rh-catalyzed ortho-selective arylation of free phenol with diaryliodonium triflates to widely existed phenol-containing biaryls have been developed. The use of P(NMe2)(3), (BuOLi)-Bu-t and CH3CN proved to be critical for the ortho-selectivity of this reaction. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2017.03.055

文献信息

• Intermolecular Gold(I)-Catalyzed Cyclization of Furans with Alkynes: Formation of Phenols and Indenes
  作者：Núria Huguet、David Lebœuf、Antonio M. Echavarren

  DOI：10.1002/chem.201300646

  日期：2013.5.17

  A heart of gold: Phenols can be obtained by the intermolecular reaction of furans with alkynes by using [AuIPr]+A− catalysts (see scheme). 1,3‐Diphenylisobenzofuran also reacts via a cyclopropyl gold carbene to selectively form 2,3‐disubstituted indenes. (IPr=1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene; A=anion.)

  金的心脏：酚类可以通过与炔呋喃的分子间反应，通过使用[AuIPr]可以获得+甲-催化剂（参见方案）。1,3-二苯基异苯并呋喃也通过环丙基金卡宾反应，选择性地形成2,3-二取代的茚。（IPr = 1,3-二（2,6-二异丙基苯基）咪唑-2-亚基; A =阴离子。）
• Palladium‐Catalyzed Reductive [5+1] Cycloaddition of 3‐Acetoxy‐1,4‐enynes with CO: Access to Phenols Enabled by Hydrosilanes
  作者：Li‐Jun Wu、Ren‐Jie Song、Shenglian Luo、Jin‐Heng Li

  DOI：10.1002/anie.201808388

  日期：2018.10

  cycloaddition of 3‐acetoxy‐1,4‐enynes with CO, enabled by hydrosilanes, has been developed for delivering valuable functionalized phenols. This methodology employs hydrosilanes as the external reagent to facilitate the [5+1] carbonylative benzannulation. The reaction is a conceptually and mechanistically novel carbonylative cycloaddition route for the construction of substituted phenols, through the

  已经开发了一种新的钯催化的3-乙酰氧基-1,4-炔烃与CO的钯催化还原[5 + 1]环加成反应，该反应由氢化硅烷实现，可提供有价值的官能化酚。该方法采用氢硅烷作为外部试剂，以促进[5 + 1]羰基苯环化反应。该反应在概念上和机理上都是新颖的羰基化环加成路线，可通过形成四个新的化学键形成具有卓越的官能团耐受性的取代酚。
• Rhodium-HMPT-catalyzed direct ortho arylation of phenols with aryl bromides
  作者：Shuichi Oi、Shun-ichiro Watanabe、Susumu Fukita、Yoshio Inoue

  DOI：10.1016/j.tetlet.2003.09.151

  日期：2003.11

  Direct ortho arylation of phenols with aryl bromides catalyzed by a rhodium complex and hexamethylphosphorous triamide (HMPT) have been developed. A plausible reaction mechanism involving in situ generation of arylphosphites from phenols and HMPT, phosphorus-directed ortho metalation, and transesterification of the arylated arylphosphites with the substrate phenols is proposed.

  已经开发了由铑配合物和六甲基磷三酰胺（HMPT）催化的苯酚与芳基溴的直接邻位芳基化反应。原位生成由酚类和HMPT，磷定向arylphosphites涉及一种可能的反应机理邻提出金属化，并与基材酚芳基化arylphosphites的酯交换反应。
• Polymers and copolymers of high glass transition temperature from
  申请人：——

  公开号：US05182358A1

  公开（公告）日：1993-01-26

  Polymers and copolymers having high glass transition temperature and which are soluble in organic solvents are produced from highly hindered biphenols, in particular polyetherketones, polyethersulfones, polyesters and polyetherimides, as well as copolymers based on these polymers may be produced for a variety of applications.

  具有高玻璃转变温度且可溶于有机溶剂的聚合物和共聚物是由高度阻隔的联苯酚制成的，特别是聚醚酮、聚醚砜、聚酯和聚醚酰亚胺，以及基于这些聚合物的共聚物可以用于各种应用。
• Galan Amalia, Sutherland Andrew J., Ballester Pablo, Rebek Julius, Jr., Tetrahedron Lett, 35 (1994) N 30, S 5359-5362
  作者：Galan Amalia, Sutherland Andrew J., Ballester Pablo, Rebek Julius, Jr.

  DOI：——

  日期：——