1,1-Dimethyl-2-phenyl-inden | 21866-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1,1-Dimethyl-2-phenyl-inden
• 英文别名: 1,1-Dimethyl-2-phenylindene
• CAS: 21866-30-8
• 化学式: C₁₇H₁₆
• 分子量: 220.314
• InChiKey: QBXBBDLUCLICNL-UHFFFAOYSA-N

物化性质

• 熔点：
  61-62 °C
• 沸点：
  160-162 °C(Press: 8 Torr)
• 密度：
  1.037±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1-Dimethyl-2-phenyl-inden 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 2-(α,α-Dimethyl-phenacyl)-benzoesaeure
  参考文献：
  名称：

  The Action of Methylmagnesium Iodide on Methyl α-Phenylcinnamate and a Synthesis of 1,1-Dimethyl-2-phenylindene

  摘要：

  DOI：

  10.1021/ja01244a020
• 作为产物：
  描述：

  1,1-Dimethyl-2-phenyl-indan 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 1,1-Dimethyl-2-phenyl-inden
  参考文献：
  名称：

  Buddrus,J., Chemische Berichte, 1968, vol. 101, p. 4152 - 4162

  摘要：

  DOI：

文献信息

• Monohydride‐Dichloro Rhodium(III) Complexes with Chiral Diphosphine Ligands as Catalysts for Asymmetric Hydrogenation of Olefinic Substrates
  作者：Kosuke Higashida、Fabian Brüning、Nagataka Tsujimoto、Kenya Higashihara、Haruki Nagae、Antonio Togni、Kazushi Mashima

  DOI：10.1002/chem.202000542

  日期：2020.7.17

  full details of the synthesis and characterization of monohydride‐dichloro rhodium(III) complexes bearing chiral diphosphine ligands, such as (S )‐BINAP, (S )‐DM‐SEGPHOS, and (S )‐DTBM‐SEGPHOS, producing cationic triply chloride bridged dinuclear rhodium(III) complexes (1 a : (S )‐BINAP; 1 b : (S )‐DM‐SEGPHOS) and a neutral mononuclear monohydride‐dichloro rhodium(III) complex (1 c : (S )‐DTBM‐SEGPHOS)

  我们报告了带有手性二膦配体的单氢化物-二氯铑（III）配合物的合成和表征的全部细节，例如（S）-BINAP，（S）-DM-SEGPHOS和（S）-DTBM-SEGPHOS三氯桥联二核铑（III）络合物（1 a：（S）-BINAP; 1 b：（S）-DM-SEGPHOS）和中性单核一氢化物-二氯铑（III）络合物（1 c：（S）-DTBM-SEGPHOS）高产量和高纯度。通过晶体学研究以及包括DOSY NMR光谱在内的全光谱数据确定了它们的固态结构和溶液行为。在这三个络合物中，1 c具有一个被两个与铑原子键合的氯化物原子以及一个（S）-DTBM-SEGPHOS的t Bu基团包围的刚性腔，用于装配没有任何配位官能团的简单烯烃。配合物1 c对exo-烯烃和烯烃底物的不对称氢化表现出优异的催化活性和对映选择性。1 c的催化活性与经过充分证明的从铑（I）前体如[Rh（cod）Cl] 2和[Rh（cod）2
• Mechanisms of the PtCl₂-Catalyzed Intramolecular Cyclization of <i>o</i>-Isopropyl-Substituted Aryl Alkynes for the Synthesis of Indenes and Comparison of Three sp³ C–H Bond Activation Modes
  作者：Yi Wang、Wei Liao、Genping Huang、Yuanzhi Xia、Zhi-Xiang Yu

  DOI：10.1021/jo500839c

  日期：2014.6.20

  Chatani and He respectively reported an efficient way to synthesize indenes through PtCl2 catalyzed sp(3) C-H bond activation. Interestingly, the R group (R = H or Br) in the alkyne moiety of the substrates in Chatani's experiments migrates to the C3 position in indenes, whereas the R group (R = Ar) stays in the original C2 position of final indenes in He's experiments. DFT calculations indicated that there are two competing pathways a and c for the cyclization reaction. Pathway a involves [1,2]-R migration, [1,5]-H shift, and 4π-electrocyclization, giving the indenes with the R group at the C3 position. Pathway c takes place through irreversible [1,5]-H shift/cyclization and [1,2]-H shift, generating indenes with the R group at the C2 position. DFT calculations found that, when R = H or Br, pathway a is favored. When R = alkyl group, the [1,2]-R migration is difficult and pathway c is preferred. When R = Ar, DFT calculations predicted and experiments verified that both pathways a and c occur to give two indene products. Comparison of different models of sp(3) C-H activations has been presented to guide further understanding and prediction of new C-H bond activations.
• Yang, Shangdong; Li, Zigang; Jian, Xing, Angewandte Chemie - International Edition, 2009, vol. 48, p. 3999 - 4001
  作者：Yang, Shangdong、Li, Zigang、Jian, Xing、He, Chuan

  DOI：——

  日期：——
• STEFANOVIC M.; KRSTIC L.; MLADENOVIC S., GLAS. XEM. DRUSHT. BEOGRAD, 1979, 44, 243-247
  作者：STEFANOVIC M.、 KRSTIC L.、 MLADENOVIC S.

  DOI：——

  日期：——