6-甲氧基-1-(3-甲氧基苯基)萘 | 851330-29-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 6-甲氧基-1-(3-甲氧基苯基)萘
• 英文名称: 6-methoxy-1-(3-methoxyphenyl)naphthalene
• 英文别名: 6-methoxy-1-(3-methoxy-phenyl)-naphthalene；6-Methoxy-1-(3-methoxy-phenyl)-naphthalin；Naphthalene, 6-methoxy-1-(3-methoxyphenyl)-
• CAS: 851330-29-5
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: GPTLMPRZGRYKGB-UHFFFAOYSA-N

物化性质

• 沸点：
  230-240 °C(Press: 4 Torr)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 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：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 喹啉 、 铜 作用下， 生成 6-甲氧基-1-(3-甲氧基苯基)萘
  参考文献：
  名称：

  Baddar et al., Journal of the Chemical Society, 1955, p. 461,464

  摘要：

  DOI：

文献信息

• The Formation of 1-Aryl-Substituted Naphthalenes by an Unusual Cyclization of Arylethynes Catalyzed by Ruthenium and Rhodium Porphyrins
  作者：Elfituri Elakkari、Barbara Floris、Pierluca Galloni、Pietro Tagliatesta

  DOI：10.1002/ejoc.200400746

  日期：2005.3

  The dimerization of arylethynes to give 1-aryl-substituted naphthalenes through catalysis by rhodium and ruthenium porphyrins has been investigated. When performed at temperatures above 130 °C, this reaction affords a mixture of triarylbenzenes and 1-aryl-substituted naphthalenes. The yields of naphthalene derivatives range from low to high, depending on the temperature and the phenyl substituents

  已经研究了通过铑和钌卟啉的催化，芳基乙炔二聚生成1-芳基取代的萘。当在 130 °C 以上的温度下进行时，该反应会得到三芳基苯和 1-芳基取代的萘的混合物。萘衍生物的产率从低到高，取决于温度和苯基取代基。初始化合物的浓度会影响反应的选择性：1,2-二氯苯中的二聚/三聚比率随着浓度的降低而增加。反应机理由催化剂配体的特殊结构决定，并涉及金属卟啉的亚乙烯基中间体的形成。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• The highly selective formation of biaryls by the cyclization of arylethynes catalyzed by vanadyl phthalocyanine
  作者：Daniel Cicero、Angelo Lembo、Alessandro Leoni、Pietro Tagliatesta

  DOI：10.1039/b9nj00227h

  日期：——

  The dimerization of arylethynes catalyzed by vanadium phthalocyanine to give substituted biaryls has been investigated. The reaction yield is always high and for many examples is only slightly affected by the aryl substituents. This fact is also related to the results obtained with metalloporphyrins, which give lower selectivities due to the presence of variable amounts of triphenylbenzenes.

  已经研究了钒酞菁催化的芳基乙炔二聚反应，以合成取代的双芳烃。反应的产率始终较高，对于许多例子，芳基取代基的影响仅微乎其微。这一事实与金属卟啉的结果也有关，因为金属卟啉 due to 存在不等量的三苯基苯而导致选择性降低。
• The cyclooligomerization of arylethynes in ionic liquids catalysed by ruthenium porphyrins: a case of real catalyst recycling
  作者：Valeria Conte、Elfituri Elakkari、Barbara Floris、Valentina Mirruzzo、Pietro Tagliatesta

  DOI：10.1039/b415462b

  日期：——

  An efficient cyclooligomerization of arylethynes, catalysed by ruthenium(II) porphyrins in environmentally friendly ionic liquids, with an effective recycling of the catalyst and easy isolation of the products is described.

  描述了在环境友好型离子液体中由钌(II)卟啉催化的芳基乙炔的有效环齐聚反应，该反应具有催化剂的有效回收和产物的容易分离。
• Ruthenium porphyrin bound to a Merrifield resin as heterogeneous catalyst for the cyclooligomerization of arylethynes
  作者：Alina Ciammaichella、Alessandro Leoni、Pietro Tagliatesta

  DOI：10.1039/c0nj00349b

  日期：——

  Ruthenium meso-tetraphenylporphyrin was bound to a solid support, the Merrifield resin, and used in the cyclooligomerization of arylethynes, obtaining high yields and selectivities in the final products with a complete recycling of the catalyst.

  钌中间四苯基卟啉被固定在固体载体（Merrifield树脂）上，用于芳基乙烯的环状低聚反应，在催化剂完全回收的情况下，可获得高收率和高选择性的最终产物。
• [Cu]/NFSI-Mediated Cascade Diels–Alder Radical Annulations Using Norbornene as H-Acceptor under Redox-Neutral Conditions
  作者：Zhengyu Xu、Jianqiao Weng、Li Wei、Tianming Huang、Jie Wu、Zhiyuan Chen

  DOI：10.1021/acs.joc.3c02202

  日期：2024.2.16

  An oxidative cascade [4 + 2] radical cycloaddition/dehydroaromatization reaction of aryl alkenes to access α-aryl substituted naphthalenes under redox-neutral conditions was achieved. This reaction was found to require the addition of [Cu] catalyst along with stoichiometric concentrations of NFSI as a trigger of radical series of steps. Norbornene (NBE), rather than the conventional oxidant, manifested

  在氧化还原中性条件下，实现了芳基烯烃的氧化级联[4+2]自由基环加成/脱氢芳构化反应，得到α-芳基取代的萘。人们发现该反应需要添加[Cu]催化剂以及化学计量浓度的NFSI作为自由基系列步骤的触发因素。降冰片烯 (NBE)，而不是传统的氧化剂，在此过程中作为 H 受体表现出了最佳的性能。本文的结果可能会为过渡金属催化脱氢 C-H 活化方案提供令人鼓舞的见解。