3-benzhydryl-1,2-dihydronaphthalene | 1286741-69-2

• 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: 3-benzhydryl-1,2-dihydronaphthalene
• 英文别名: 3-Benzhydryl-1,2-dihydronaphthalene
• CAS: 1286741-69-2
• 化学式: C₂₃H₂₀
• 分子量: 296.412
• InChiKey: DHVWZYIAGYEIFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,2,3,4-四氢-1-萘酚 在 silica gel supported sodium hydrogen sulfate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 3-benzhydryl-1,2-dihydronaphthalene
  参考文献：
  名称：

  在NaHSO 4 / SiO 2存在下使用醇将芳烃直接烷基化

  摘要：

  在NaHSO 4 / SiO 2的存在下，开发了一种简单有效的从醇类将芳烃烷基化的方法。在短的反应时间内以高收率获得了各种三芳基甲烷。例如，在NaHSO 4 / SiO 2的存在下，1，3，5-三甲基苯与苯甲醇的反应以定量收率得到了相应的三芳基甲烷。NaHSO 4 / SiO 2通过简单处理即可再生，可以循环使用八次而不会损失活性。

  DOI：

  10.1016/j.tet.2012.06.063

文献信息

• Synthesis of internal olefins by direct coupling of alcohols and olefins over Moβ zeolite
  作者：Durgaiah Chevella、Arun Kumar Macharla、Srujana Kodumuri、Rammurthy Banothu、Krishna Sai Gajula、Vasu Amrutham、Grigor'eva Nellya Gennadievna、Narender Nama

  DOI：10.1016/j.catcom.2019.01.027

  日期：2019.4

  An efficient and novel Moβ zeolite catalyzed sp2-sp3 CC bond development reaction over the direct coupling of alcohols and alkenes has been performed in solvent free environment. The current method gives an attractive access to a wide variety of polysubstituted alkenes in good to excellent yields. The Moβ zeolite was effectively reused for up to 5 successive cycles.

  在无溶剂的环境中，进行了一种有效且新颖的Moβ沸石在醇和烯烃的直接偶联反应中催化的sp 2 -sp 3 C C键发展反应。当前的方法以良好至极好的收率吸引了多种多样的多取代烯烃。Moβ沸石可有效重复使用多达5个连续循环。
• Non-corrosive heteropolyacid-based recyclable ionic liquid catalyzed direct dehydrative coupling of alcohols with alcohols or alkenes
  作者：Guo-Ping Yang、Nan Jiang、Xian-Qiang Huang、Bing Yu、Chang-Wen Hu

  DOI：10.1016/j.mcat.2019.02.019

  日期：2019.5

  A non-corrosive, recyclable and efficient heterogeneous catalyst based on Keggin-type polyoxometalate, i.e., [NMPH]H3[SiW12O40] was developed for the direct dehydrative coupling of alcohols with alcohols (or alkenes) to synthesize various polysubstituted olefins in good to excellent yields. Furthermore, this reaction could be scaled up and the catalyst could be used for seven runs without significant

  开发了一种基于Keggin型多金属氧酸盐的非腐蚀性，可循环利用的高效多相催化剂，即[NMPH] H 3 [SiW 12 O 40 ]，用于醇与醇（或烯烃）的直接脱水偶联，以合成各种多取代的烯烃产量高到极好。此外，该反应可以扩大规模，并且该催化剂可以使用七次而不会显着降低活性。动力学竞争实验表明，C–H键的断裂可能参与了速率确定步骤。
• A novel efficient method for the synthesis of substituted olefins; cross coupling of two different alcohols using NaHSO4/SiO2
  作者：Tadashi Aoyama、Shuichi Koda、Yuka Takeyoshi、Tetsuhiro Ito、Toshio Takido、Mitsuo Kodomari

  DOI：10.1039/c3cc42746c

  日期：——

  Simple and efficient cross coupling of alcohols was developed in the presence of NaHSO4/SiO2 to give the corresponding substituted olefins. Direct coupling of alcohols and alkenes was also achieved to give substituted olefins. NaHSO4/SiO2 could be recycled 7 times without loss of catalytic activity.

  在NaHSO4 / SiO2存在下开发了简单有效的醇类交叉偶联反应，得到了相应的取代烯烃。还实现了醇和烯烃的直接偶联，得到取代的烯烃。NaHSO4 / SiO2可以循环使用7次而不会失去催化活性。
• Ionic Liquid‐Catalyzed C−C Bond Formation for the Synthesis of Polysubstituted Olefins
  作者：Haotian Lv、Feng Han、Ning Wang、Nan Lu、Zenghong Song、Jian Zhang、Chengxia Miao

  DOI：10.1002/ejoc.202201222

  日期：2022.12.6

  Acidic ionic liquid was used as a metal-free and recyclable catalyst for the synthesis of polysubstituted olefins by activating of ethers in dimethyl carbonate as a green solvent. Density functional theory (DFT) calculations showed a hydrogen bonding effect during the reaction.

  酸性离子液体被用作无金属和可回收催化剂，通过在碳酸二甲酯作为绿色溶剂中活化醚来合成多取代烯烃。密度泛函理论 (DFT) 计算表明在反应过程中存在氢键效应。
• Iron-Catalyzed Stereospecific Olefin Synthesis by Direct Coupling of Alcohols and Alkenes with Alcohols
  作者：Zhong-Quan Liu、Yuexia Zhang、Lixing Zhao、Zejiang Li、Jiantao Wang、Huajie Li、Long-Min Wu

  DOI：10.1021/ol200372y

  日期：2011.5.6

  An efficient Fe(III)-catalyzed direct coupling of alkenes with alcohols and cross-coupling of alcohols with alcohols to give the corresponding substituted (E)-alkenes stereospecifically is demonstrated. Additionally, this reaction could be scaled up. The kinetic isotope effect (KIE) experiments indicated a typical secondary isotope effect in this process. Although benzylic alcohols were effective substrates, mild conditions, atom efficiency, environmental soundness, and stereospecificity are features that make this procedure very attractive.