4,5-bis(trimethylsilyl)-9,9-dimethylxanthene | 957070-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4,5-bis(trimethylsilyl)-9,9-dimethylxanthene
• 英文别名: (9,9-Dimethyl-5-trimethylsilylxanthen-4-yl)-trimethylsilane；(9,9-dimethyl-5-trimethylsilylxanthen-4-yl)-trimethylsilane
• CAS: 957070-50-7
• 化学式: C₂₁H₃₀OSi₂
• 分子量: 354.64
• InChiKey: BAGLMKZVCDYFQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,5-bis(trimethylsilyl)-9,9-dimethylxanthene 在 吡啶 、 溴 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以71%的产率得到4-bromo-5-trimethylsilyl-9,9-dimethylxanthene
  参考文献：
  名称：

  Synthesis and Characterization of Silver and Palladium Complexes with Xanthene-Based N-Heterocyclic Carbene−Oxazoline Ligands

  摘要：

  We synthesized xanthenes substituted with two different donor ligand units, N-heterocyclic carbene (NHC) and oxazoline, by the sequential coupling reaction. Silver complexes 15 and 19 were prepared by the reaction between the xanthene derivatives and Ag2O. Pd complexes 16 and 20 were also synthesized by the reaction of the corresponding silver complexes with Pd(PhCN)(2)Cl-2. X-ray crystallographic analysis revealed that complexes 15-PF6, 16, and 20 adopted trans configurations, while the Ag atom of 15-Cl coordinated only to the NHC ligand.

  DOI：

  10.1021/om100673e
• 作为产物：
  描述：

  三甲基氯硅烷 、 9,9-二甲基氧杂蒽 在 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 16.0h， 以86%的产率得到4,5-bis(trimethylsilyl)-9,9-dimethylxanthene
  参考文献：
  名称：

  Concise Synthesis of Diborylxanthenes

  摘要：

  本文描述了一系列双齿二硼基蒽醌衍生物的简单高效合成方法。

  DOI：

  10.1055/s-2008-1032207

文献信息

• Concise Synthesis of Diborylxanthenes
  作者：Shinichi Saito、Takeshi Makino、Ryu Yamasaki

  DOI：10.1055/s-2008-1032207

  日期：2008.3

  A simple and efficient synthesis of a series of bidentate diborylxanthene derivatives is described.

  本文描述了一系列双齿二硼基蒽醌衍生物的简单高效合成方法。
• Cyclic Homo- and Heterohalogen Di-λ³-diarylhalonium Structures
  作者：Wei W. Chen、Margalida Artigues、Mercè Font-Bardia、Ana B. Cuenca、Alexandr Shafir

  DOI：10.1021/jacs.3c02406

  日期：2023.6.28

  this work presents synthetic design principles for a new family of structures with two hypervalent halogens in the ring. The smallest bis-phenylene derivative, [(C6H4)2I2]2+, was prepared through oxidative dimerization of a precursor bearing the ortho-disposed iodine and trifluoroborate groups. We also report, for the first time, the formation of cycles containing two different halogen atoms. These

  在人们对环状二芳基碘鎓盐的兴趣日益浓厚的背景下，这项工作提出了环中具有两个超价卤素的新结构族的合成设计原理。最小的双亚苯基衍生物[(C 6 H 4 ) 2 I 2 ] 2+是通过带有邻位碘和三氟硼酸根基团的前体的氧化二聚来制备的。我们还首次报道了包含两个不同卤素原子的环的形成。它们存在两个通过杂-(I/Br) 或-(I/Cl) 卤素对连接的亚苯基。该方法还扩展到环状双亚萘基衍生物[(C 10 H 6 )2 I 2 ] 2+。通过 X 射线分析进一步评估了这些双卤 (III) 环的结构。最简单的环状亚苯基双碘(III)衍生物的面间角为~120°，而类似的亚萘基盐的面间角更小，为~103°。所有二聚体通过 π-π 和 C-H/π 相互作用的组合形成二聚体对。作为该家族最大的成员，双-I(III)-大环也使用准平面呫吨骨架组装而成。其几何形状使两个碘 (III) 中心能够通过两个二齿三氟甲磺酸根
• First synthesis of bidentate NHC–Pd complexes with anthracene and xanthene skeletons
  作者：Shinichi Saito、Hiromitsu Yamaguchi、Hiroki Muto、Takeshi Makino

  DOI：10.1016/j.tetlet.2007.08.064

  日期：2007.10

  We synthesized a series of new bidentate NHC (N-heterocyclic carbene) precursors with anthracene and xanthene skeletons. The corresponding NHC-Pd complexes were prepared from these precursors. The catalytic activity of these Pd complexes was examined. (C) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and Characterization of Silver and Palladium Complexes with Xanthene-Based N-Heterocyclic Carbene−Oxazoline Ligands
  作者：Takeshi Makino、Ryu Yamasaki、Isao Azumaya、Hyuma Masu、Shinichi Saito

  DOI：10.1021/om100673e

  日期：2010.12.13

  We synthesized xanthenes substituted with two different donor ligand units, N-heterocyclic carbene (NHC) and oxazoline, by the sequential coupling reaction. Silver complexes 15 and 19 were prepared by the reaction between the xanthene derivatives and Ag2O. Pd complexes 16 and 20 were also synthesized by the reaction of the corresponding silver complexes with Pd(PhCN)(2)Cl-2. X-ray crystallographic analysis revealed that complexes 15-PF6, 16, and 20 adopted trans configurations, while the Ag atom of 15-Cl coordinated only to the NHC ligand.
• Neutral Boryl Radicals in Mixed‐Valent B ^(III) Br‐B ^(II) Adducts
  作者：Tong‐Tong Liu、Jiaxin Chen、Xin‐Lei Chen、Li Ma、Bing‐Tao Guan、Zhenyang Lin、Zhang‐Jie Shi

  DOI：10.1002/chem.202202634

  日期：2023.1.2

  Two neutral boryl radicals containing intramolecular mixed-valent B(II)Br-B(III) adducts were prepared by one-electron reduction of biphenylene and 9,9-dimethylxanthene substituted haloboranes. The radical features a large spin density on the boron center and its stabilization is assisted by a weak B(III)Br-B(II) σ interaction.

  两个含有分子内混合价 B (II) Br-B (III)加合物的中性硼自由基通过单电子还原亚联苯基和​​ 9,9-二甲基呫吨取代的卤代硼烷制备。该自由基在硼中心具有较大的自旋密度，其稳定性由弱的 B (III) Br-B (II) σ 相互作用辅助。