Tri(propan-2-yl)-[2-[2-[4-[2-[4-[2-[2-tri(propan-2-yl)silylethynyl]phenyl]buta-1,3-diynyl]phenyl]buta-1,3-diynyl]phenyl]ethynyl]silane | 191231-64-8

• 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: Tri(propan-2-yl)-[2-[2-[4-[2-[4-[2-[2-tri(propan-2-yl)silylethynyl]phenyl]buta-1,3-diynyl]phenyl]buta-1,3-diynyl]phenyl]ethynyl]silane
• CAS: 191231-64-8
• 化学式: C₄₈H₅₄Si₂
• 分子量: 687.128
• InChiKey: AVNHAISNJCUJLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.63
• 重原子数：
  50
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  Tri(propan-2-yl)-[2-[2-[4-[2-[4-[2-[2-tri(propan-2-yl)silylethynyl]phenyl]buta-1,3-diynyl]phenyl]buta-1,3-diynyl]phenyl]ethynyl]silane 在 吡啶 、 copper diacetate 、 乙醇 、 四丁基氟化铵 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 生成 Dodecadehydrotribenzo[18]annulene
  参考文献：
  名称：

  膨胀石墨二炔亚结构的合成

  摘要：

  Graphdiyne（1）是一个有趣且潜在重要的碳同素异形体新家族的成员。本文报道的是模型子结构2-6的合成和光谱表征。大环通过合适的α，ω-聚炔的分子内环化制备。该方法成功的关键是利用反应性苯基丁二炔合成子进行原位丙二甲硅烷基化/炔基化反应。迄今为止，这种新方法可以制备石墨二炔网络中最大，最完整的子结构（3-6）。

  DOI：

  10.1002/1521-3765(20000602)6:11<2044::aid-chem2044>3.0.co;2-y
• 作为产物：
  描述：

  1-bromo-2-(4-trimethylsilyl-1,3-butadiynyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 氢氧化钾 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 三乙胺 为溶剂， 生成 Tri(propan-2-yl)-[2-[2-[4-[2-[4-[2-[2-tri(propan-2-yl)silylethynyl]phenyl]buta-1,3-diynyl]phenyl]buta-1,3-diynyl]phenyl]ethynyl]silane
  参考文献：
  名称：

  A versatile synthetic route to dehydrobenzoannulenes via in situ generation of reactive alkynes

  摘要：

  This paper outlines the development of a protocol that allows in situ generation of unstable alkynes under Pd-catalyzed cross-coupling conditions. Cu-mediated intramolecular cyclization of the resultant alpha,omega -polyynes provides dehydrobenzoannulenes as singular species, in very good overall yields, and in a variety of topologies that are inaccessible by traditional routes or previously available in low yield only. In addition, we will discuss the solid-state structure and reactivity of these macrocycles, as well as the ability of the planar dehydrobenzoannulenes to support weak induced ring currents. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00229-0

文献信息

• Synthesis of Expanded Graphdiyne Substructures
  作者：W. Brad Wan、Stephen C. Brand、Joshua J. Pak、Michael M. Haley

  DOI：10.1002/1521-3765(20000602)6:11<2044::aid-chem2044>3.0.co;2-y

  日期：2000.6.2

  Graphdiyne (1) is a member of a novel family of interesting and potentially important allotropes of carbon. Reported herein are the synthesis and spectroscopic characterization of model substructures 2-6. The macrocycles were prepared by the intramolecular cyclization of suitable alpha,omega-polyynes. Key to the success of this approach was the development of an in situ protiodesilylation/alkynylation

  Graphdiyne（1）是一个有趣且潜在重要的碳同素异形体新家族的成员。本文报道的是模型子结构2-6的合成和光谱表征。大环通过合适的α，ω-聚炔的分子内环化制备。该方法成功的关键是利用反应性苯基丁二炔合成子进行原位丙二甲硅烷基化/炔基化反应。迄今为止，这种新方法可以制备石墨二炔网络中最大，最完整的子结构（3-6）。
• Synthesis and Crystallographic Characterization of a Platinadehydrobenzo[19]annulene
  作者：Joshua J. Pak、Timothy J. R. Weakley、Michael M. Haley

  DOI：10.1021/om970661d

  日期：1997.10.1

  The efficient synthesis and characterization of the trans-platinum complex (Et3P)2Pt(C30H12) (2, PtDBA) is described. The X-ray crystal structure shows that a strained and warped annulenic core results upon insertion of the organometallic fragment. UV−vis data suggest electronic delocalization is present in the macrocycle.

  描述了高效合成和表征跨铂配合物（Et 3 P）2 Pt（C 30 H 12）（2，PtDBA）。X射线晶体结构表明，在插入有机金属片段时，产生了应变和翘曲的环核芯。UV-vis数据表明大环中存在电子离域。
• Haley, Michael M.; Brand, Stephen C.; Pak, Joshua J., Angewandte Chemie - International Edition in English, 1997, vol. 36, # 8, p. 835 - 838
  作者：Haley, Michael M.、Brand, Stephen C.、Pak, Joshua J.

  DOI：——

  日期：——
• A versatile synthetic route to dehydrobenzoannulenes via in situ generation of reactive alkynes
  作者：Michael L Bell、Ryan C Chiechi、Charles A Johnson、David B Kimball、Adam J Matzger、W Brad Wan、Timothy J.R Weakley、Michael M Haley

  DOI：10.1016/s0040-4020(01)00229-0

  日期：2001.4

  This paper outlines the development of a protocol that allows in situ generation of unstable alkynes under Pd-catalyzed cross-coupling conditions. Cu-mediated intramolecular cyclization of the resultant alpha,omega -polyynes provides dehydrobenzoannulenes as singular species, in very good overall yields, and in a variety of topologies that are inaccessible by traditional routes or previously available in low yield only. In addition, we will discuss the solid-state structure and reactivity of these macrocycles, as well as the ability of the planar dehydrobenzoannulenes to support weak induced ring currents. (C) 2001 Elsevier Science Ltd. All rights reserved.