1,3-bis(2,3-dihydro-1H-inden-5-yl)propane | 1785-55-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1,3-bis(2,3-dihydro-1H-inden-5-yl)propane
• 英文别名: 1,3-Di-<3,4-trimethylenphenyl>-propan；1,3-Bis--propan；1,3-Bis-(5-indanyl)-propan；5-[3-(2,3-dihydro-1H-inden-5-yl)propyl]-2,3-dihydro-1H-indene
• CAS: 1785-55-3
• 化学式: C₂₁H₂₄
• 分子量: 276.422
• InChiKey: STJIKJBJWCPOLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  1,6-庚二炔 在 [^i‑PrNDI]Ni₂(C6H6) 作用下， 以 氘代苯 为溶剂， 反应 0.25h， 以94%的产率得到1,3-bis(2,3-dihydro-1H-inden-5-yl)propane
  参考文献：
  名称：

  评估催化剂核在镍催化炔烃环三聚反应中的影响

  摘要：

  介绍了对 Ni 催化的炔低聚反应中催化剂核效应的评估。一种双核配合物，具有由萘啶二亚胺 (NDI) 配体支持的 Ni-Ni 键，可促进快速和选择性的环三聚反应，形成 1,2,4-取代的芳烃产物。带有相关 N 供体螯合物（2-亚氨基吡啶、2,2'-联吡啶或 1,4,-二氮杂二烯）的单镍同类物活性明显较低，并产生复杂的产物混合物。二镍催化剂与受阻甲硅烷基乙炔的化学计量反应能够表征作为催化中间体的炔络合物和金属环。基于这些实验和支持 DFT 计算，讨论了双核活性位点在促进区域选择性炔烃偶联中的作用。一起，

  DOI：

  10.1021/jacs.5b04990

文献信息

• Ru(II)-Catalyzed Cycloadditions of 1,6-Heptadiynes with Alkenes:  New Synthetic Potential of Ruthenacyclopentatrienes as Biscarbenoids in Tandem Cyclopropanation of Bicycloalkenes and Heteroatom-Assisted Cyclocotrimerization of 1,6-Heptadiynes with Heterocyclic Alkenes
  作者：Yoshihiko Yamamoto、Hideaki Kitahara、Ryuji Ogawa、Hiroyuki Kawaguchi、Kazuyuki Tatsumi、Kenji Itoh

  DOI：10.1021/ja9942890

  日期：2000.5.1

  derivatives, furnishes the 1:2 adducts between the diynes and two molecules of the bicycloalkenes together with common [2 + 2 + 2] cyclocotrimerization products. The structure of a representative tandem 1:2 adduct between dimethyl dipropargylmalonate and 2,4-dimethylbicyclo[3.2.1]oct-6-en-3-one was unequivocally determined by X-ray analysis and was concluded to involve an unusual 1,2-dicyclopropylcyclopentene

  钌 (II) 催化的 1,6-庚二炔与双环烯烃（例如双环 [3.2.1] 庚烯酮和降冰片烯衍生物）的串联环加成提供了二炔和双环烯烃的两个分子之间的 1:2 加合物以及常见的[2 + 2 + 2] 环三聚产物。通过 X 射线分析明确确定了二炔丙基丙二酸二甲酯和 2,4-二甲基双环 [3.2.1]oct-6-en-3-one 之间的代表性串联 1:2 加合物的结构，并得出结论涉及不寻常的 1, 2-二环丙基环戊烯骨架。在光谱类比的基础上，之前公布的二炔和降冰片烯衍生物之间串联环加合物的结构得到了纠正。由二炔形成串联双环丙烷化产物是相应的 2,4-金属环戊二烯中间体的双卡宾混合结构、1,3,5-金属环戊三烯的化学证据。形成串联环丙烷的选择性...
• Activation of unsaturated substrates by cobalt complexes. Crystal structure and reactivity of a complex of octacarbonyl dicobalt with N-methylbis(α,α-dimethylpropargyl)amine
  作者：Luigi Pietro Battaglia、Daniele Delledonne、Mario Nardelli、Giovanni Predieri、Gian Paolo Chiusoli、Mirco Costa、Corrado Pelizzi

  DOI：10.1016/0022-328x(89)88055-6

  日期：1989.3

  A new complex of octacarbonyl dicobalt with N-methyl(α,α-dimethylpropargyl)amine was prepared and characterized by spectroscopic and X-ray diffraction methods. Each triple bond is coordinated to a hexacarbonyldicobalt fragment and each metal shows a pseudo-octahedral geometry. The structure of the free ligand having NH in place of N-methyl has also been determined for comparison.

  制备了八羰基二钴与N-甲基（α，α-二甲基炔丙基）胺的新型配合物，并通过光谱和X射线衍射法对其进行了表征。每个三键与一个六羰基二钴片段配位，并且每种金属均显示伪八面体几何形状。还已经确定了具有NH代替N-甲基的游离配体的结构用于比较。
• Grigg, Ronald; Scott, Ronald; Stevenson, Paul, Journal of the Chemical Society. Perkin transactions I, 1988, p. 1357 - 1364
  作者：Grigg, Ronald、Scott, Ronald、Stevenson, Paul

  DOI：——

  日期：——
• Switching from Dimerization to Cyclotrimerization Selectivity by FeCl₃ in the Y[N(TMS)₂]₃-Catalyzed Transformation of Terminal Alkynes: A New Strategy for Controlling the Selectivity of Organolanthanide-Based Catalysis
  作者：Xiuli Bu、Zhengxing Zhang、Xigeng Zhou

  DOI：10.1021/om100402h

  日期：2010.8.23

  Y[N(TMS)(2)](3)/FeCl3 has been found to be an efficient bimetallic catalyst system for the cyclotrimerization of terminal alkynes, which cannot be achieved by either trivalent iron or trivalent lanthanide catalysts. Furthermore, this reaction also occurs efficiently in the presence of Fe[N(TMS)(2)](3) and YCl3. Both aromatic and aliphatic alkynes are compatible with this catalytic system. It is postulated that the catalytic cyclotrimerization proceeds through a tandem intermolecular diinsertion of alkynes into the yttrium-alkynyl bond and intramolecular electrophilic addition of a pi-coordinated alkyne moiety, and the pi-coordination of Fe3+ to alkyne may play an important role in controlling the insertion degree of advancement and selectivity. The observed catalytic reaction is sharply in contrast with the cyclotrimerization of alkynes, known to proceed through a typical metallacyclopentadiene intermediate.
• Selective Oligomerization and [2 + 2 + 2] Cycloaddition of Terminal Alkynes from Simple Actinide Precatalysts
  作者：Rami J. Batrice、Jamie McKinven、Polly L. Arnold、Moris S. Eisen

  DOI：10.1021/acs.organomet.5b00455

  日期：2015.8.24

  A catalyzed conversion of terminal alkynes into dimers, trimers, and trisubstituted benzenes has been developed using the actinide amides U[N(SiMe3)(2)](3) (1) and [(Me3Si2N](2)An[kappa(2)-(N,C)-CH2Si(CH3)N(SiMe3)] (An = U (2), Th (3)) as precatalysts. These complexes allow for preferential product formation according to the identity of the metal and the catalyst loading. While these complexes are known as valuable precursors for the preparation of various actinide complexes, this is the first demonstration of their use as catalysts for C-C bond forming reactions. At high uranium catalyst loading, the cycloaddition of the terminal alkyne is generally preferred, whereas at low loadings, linear oligomerization to form enynes is favored. The thorium metallacycle produces only organic enynes, suggesting the importance of the ability of uranium to form stabilizing interactions with arenes and related pi-electron-containing intermediates. Kinetic, spectroscopic, and mechanistic data that inform the nature of the activation and catalytic cycle of these reactions are presented.