2-Isopropoxy-[1,1']binaphthalenyl | 117760-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Isopropoxy-[1,1']binaphthalenyl
• 英文别名: 2'-Isopropyloxy-1,1'-binaphthyl；1-naphthalen-1-yl-2-propan-2-yloxynaphthalene
• CAS: 117760-10-8
• 化学式: C₂₃H₂₀O
• 分子量: 312.411
• InChiKey: YKBLPAFCZSJWLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-溴-2-萘酚 在 potassium carbonate 、 C₅₄H₅₈BrN₃OPd 、 potassium hydroxide 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 2-Isopropoxy-[1,1']binaphthalenyl
  参考文献：
  名称：

  Acenaphthoimidazolylidene‐Ligated Palladacycle Enabled Suzuki‐Miyaura Cross‐Coupling Employing Equimolar Organoboron for Tri‐Ortho‐Substituted Bi(hetero)aryls and Teraryls

  摘要：

  AbstractThe Pd‐catalyzed Suzuki‐Miyaura cross‐couplings (SMRs) are utilized as the most practical method to construct C−C bond, especial for biaryls. However, a major disadvantage of current protocols is the requirement of excess organoboron coupling partner (1.5–3.0 equiv.). Herein, a novel palladacyclic 1,3‐bis(2,6‐diisopropylphenyl)acenaphthoimidazol‐2‐ylidene (AnIPr) precatalyst possessing a chiral oxazoline was designed, which enabled a general protocol towards bulky tri‐ortho‐substituted biaryls, ternaphthalenes and diarylanthracenes via the Pd‐catalyzed SMR employing equimolar organoborons and aryl bromides. A remarkable scope of substrates with various functional groups and heterocycles were well compatible with an adaptability to synthesize useful ligands.

  DOI：

  10.1002/chem.202300719

文献信息

• A highly efficient asymmetric Suzuki–Miyaura coupling reaction catalyzed by cationic chiral palladium(<scp>ii</scp>) complexes
  作者：Koichi Mikami、Takashi Miyamoto、Manabu Hatano

  DOI：10.1039/b407250b

  日期：——

  Cationic chiral palladium(ii) complexes are shown to catalyze the asymmetric coupling reaction of aryl boronates and aryl halides within a short period of time in good yield and enantioselectivity.

  阳离子手性钯（ii）配合物可在短时间内催化硼酸芳基酯和卤代芳基化合物的不对称偶联反应，并具有良好的收率和对映选择性。
• Coupling of iodonaphthalenes with naphthoxide ions under SRN1 conditions. Synthesis of unsymmetrical binaphthyl derivatives.
  作者：René Beugelmans、Michèle Bois-Choussy、Qian Tang

  DOI：10.1016/s0040-4039(00)82023-7

  日期：1988.1

  Unsymmetrical 1,1′-, 1,2′- and 2,2′-binaphthyl derivatives are obtained by a one-step coupling reaction of variously substituted moieties: naphthoxides and iodonaphthalenes; an SRN1 mechanism is proposed.

  不对称的1,1'-，1,2'-和2,2'-联萘衍生物是通过各种取代基团的一步偶联反应获得的：萘氧化物和碘萘；提出了一种S RN 1机制。
• BEUGELMANS, RENE;BOIS-CHOUSSY, MICHELE;TANG, QIAN, TETRAHEDRON LETT., 29,(1988) N 14, 1705-1708
  作者：BEUGELMANS, RENE、BOIS-CHOUSSY, MICHELE、TANG, QIAN

  DOI：——

  日期：——
• [EN] Z-SELECTIVE RING-CLOSING METATHESIS REACTIONS<br/>[FR] RÉACTIONS DE MÉTATHÈSE DE FERMETURE DE CYCLE Z-SÉLECTIVE
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2012167171A2

  公开（公告）日：2012-12-06

  The present invention relates generally to olefin metathesis. In some embodiments, the present invention provides methods for Z-selective ring-closing metathesis.
• Acenaphthoimidazolylidene‐Ligated Palladacycle Enabled Suzuki‐Miyaura Cross‐Coupling Employing Equimolar Organoboron for Tri‐Ortho‐Substituted Bi(hetero)aryls and Teraryls
  作者：Kun Wang、Hanxiao Yang、Felix Bauer、Bernhard Breit、Weiwei Fang

  DOI：10.1002/chem.202300719

  日期：——

  AbstractThe Pd‐catalyzed Suzuki‐Miyaura cross‐couplings (SMRs) are utilized as the most practical method to construct C−C bond, especial for biaryls. However, a major disadvantage of current protocols is the requirement of excess organoboron coupling partner (1.5–3.0 equiv.). Herein, a novel palladacyclic 1,3‐bis(2,6‐diisopropylphenyl)acenaphthoimidazol‐2‐ylidene (AnIPr) precatalyst possessing a chiral oxazoline was designed, which enabled a general protocol towards bulky tri‐ortho‐substituted biaryls, ternaphthalenes and diarylanthracenes via the Pd‐catalyzed SMR employing equimolar organoborons and aryl bromides. A remarkable scope of substrates with various functional groups and heterocycles were well compatible with an adaptability to synthesize useful ligands.