dimethyl 4,5,7-trimethyl-3,4-dihydronaphthalene-2,2(1H)-dicarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: dimethyl 4,5,7-trimethyl-3,4-dihydronaphthalene-2,2(1H)-dicarboxylate
• 英文别名: dimethyl 4,5,7-trimethyl-3,4-dihydro-1H-naphthalene-2,2-dicarboxylate
• 化学式: C₁₇H₂₂O₄
• 分子量: 290.359
• InChiKey: WVFAUZKYCLCGMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5-二甲基溴苄 在 1,4-环己二烯 、 [IPrGaCl₂][SbF₆] 、 sodium hydride 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 、 mineral oil 为溶剂， 反应 18.0h， 生成 dimethyl 4,5,7-trimethyl-3,4-dihydronaphthalene-2,2(1H)-dicarboxylate
  参考文献：
  名称：

  Gallium-Assisted Transfer Hydrogenation of Alkenes

  摘要：

  AbstractWe report a rare case of alkene transfer hydrogenation using a main‐group compound instead of a transition‐metal complex as catalyst. We disclosed that 1,4‐cyclohexadiene can be used as H2 surrogate towards olefin reduction in the presence of [IPrGaCl2][SbF6]. Hydrogenative cyclizations have also been carried out because this cationic gallium complex is also a potent hydroarylation catalyst.

  DOI：

  10.1002/chem.201404139

文献信息

• Catalytic Use of Low-Valent Cationic Gallium(I) Complexes as π-Acids
  作者：Zhilong Li、Guillaume Thiery、Martin R. Lichtenthaler、Régis Guillot、Ingo Krossing、Vincent Gandon、Christophe Bour

  DOI：10.1002/adsc.201701081

  日期：2018.2.1

  and gallium dichloride (i. e. [Ga(I)]+[GaCl4]−) proved to be efficient catalysts for cycloisomerizations, Friedel-Crafts reactions, transfer hydrogenations, and reductive hydroarylations. Their activity is compared to more common Ga(III) complexes. This study shows that even the readily available and yet overlooked gallium dichloride salt can be a more active π-Lewis acid catalyst than gallium trichloride

  首次使用低价Ga（I）物种进行了与π-路易斯酸催化有关的烯烃和炔烃底物的转化。[Ga（I）（PhF）2 ] + [Al（OR F）4 ] -和二氯化镓（即[Ga（I）] + [GaCl 4 ] -）被证明是有效的环异构化催化剂，Friedel-Crafts反应，转移氢化和还原性氢芳基化。将它们的活性与更常见的Ga（III）配合物进行比较。这项研究表明，即使容易获得但仍被忽视的二氯化镓盐也可能比三氯化镓或其他Ga（III）物种具有更高的活性π-路易斯酸催化剂。
• Gallium-Assisted Transfer Hydrogenation of Alkenes
  作者：Bastien Michelet、Christophe Bour、Vincent Gandon

  DOI：10.1002/chem.201404139

  日期：2014.10.27

  AbstractWe report a rare case of alkene transfer hydrogenation using a main‐group compound instead of a transition‐metal complex as catalyst. We disclosed that 1,4‐cyclohexadiene can be used as H2 surrogate towards olefin reduction in the presence of [IPrGaCl2][SbF6]. Hydrogenative cyclizations have also been carried out because this cationic gallium complex is also a potent hydroarylation catalyst.