1,2-bis(4-bromophenyl)-1,1,2,2-tetramethyldisilane | 10536-63-7

• 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: 1,2-bis(4-bromophenyl)-1,1,2,2-tetramethyldisilane
• 英文别名: 1,2-bis(p-bromophenyl)-1,1,2,2-tetramethyldisilane；1,2-Bis(4-bromophenyl)-1,1,2,2-tetramethyldisilane；(4-bromophenyl)-[(4-bromophenyl)-dimethylsilyl]-dimethylsilane
• CAS: 10536-63-7
• 化学式: C₁₆H₂₀Br₂Si₂
• 分子量: 428.314
• InChiKey: LSYGUHRKZBJLPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1,2-bis(4-bromophenyl)-1,1,2,2-tetramethyldisilane 在 正丁基锂 、 对甲苯磺酰叠氮 作用下， 生成 1,2-bis(p-azidophenyl)-1,1,2,2-tetramethyldisilane
  参考文献：
  名称：

  Magnetic interaction between two triplet nitrene units through diphenylsilane and 1,2-diphenyldisilane couplers

  摘要：

  m,m'-, m,p'-, and p,p'-Bis(azidophenyl)dimethylsilanes 1a and 1,2-bis(azidophenyl)-1,1,2,2-tetramethyldisilanes 2a were prepared, and the dipolar and exchange couplings in the corresponding dinitrenes 1n and 2n generated photochemically were investigated by means of EPR spectroscopy at cryogenic temperatures. The powder pattern fine structures due to the quintet states with \D/hc\ = 0.158 and 0.172 cm-1 and \E/hc\ = 0.014 and 0.009 cm-1 were observed for p,p-2n and m,m'-2n, respectively. Temperature dependences of the EPR signal intensities due to the high-spin states revealed that the two nitrene centers separated by the disilane linkage interact antiferromagnetically in p,p'-2n and m,m'-2n and ferromagnetically in m,p'-2n. The energy differences between the singlet and quintet states (DELTAE(S-Q)) were estimated to be -300 and 0 > DELTAE(S-Q) > -3.4 cal/mol for p,p'-2n and m,m'-2n, respectively. Comparison with the monosilanes which have no interaction except for a weak dipolar coupling in m,p'-1n suggested that the sigma-pi conjugation in the PhSiSiPh moiety may play an important role in this through-bond interaction. The observed regioselectivity of the ground-state spin multiplicity and the necessity for sigma-pi overlap in providing through-bond exchange coupling were bolstered by semiempirical CI calculations.

  DOI：

  10.1021/ja00073a006
• 作为产物：
  描述：

  1,2-二氯四甲基二硅烷 、 1,4-二溴苯 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 2.0h， 以88%的产率得到1,2-bis(4-bromophenyl)-1,1,2,2-tetramethyldisilane
  参考文献：
  名称：

  分子硅中的光诱导电荷分离

  摘要：

  对分子硅半导体的兴趣来自与大块硅共有的特性（例如地球丰度）以及可从与刚性π共轭有机半导体截然不同的结构访问的独特架构。我们报告了分子硅半导体中直接的光诱导电荷分离的超快光谱证据，这支持了分子硅作为光电子器件中的施主材料的生存能力。本研究中的材料是σ-π杂化物，其中缺乏电子的芳族受体位于σ共轭硅链的侧面。瞬态吸收和飞秒激发拉曼光谱（FSRS）技术揭示了与从硅烷链到受体的直接光学电荷转移相一致的特征；这些信号只能通过探测激发态结构来观察。

  DOI：

  10.1002/chem.201600846

文献信息

• Photoinduced Charge Separation in Molecular Silicon
  作者：Jiawang Zhou、Sravan K. Surampudi、Arthur E. Bragg、Rebekka S. Klausen

  DOI：10.1002/chem.201600846

  日期：2016.4.25

  abundance and the unique architectures accessible from a structure distinctly different than rigid π‐conjugated organic semiconductors. We report ultrafast spectroscopic evidence for direct, photoinduced charge separation in molecular silicon semiconductors that supports the viability of molecular silicon as donor materials in optoelectronic devices. The materials in this study are σ–π hybrids, in which

  对分子硅半导体的兴趣来自与大块硅共有的特性（例如地球丰度）以及可从与刚性π共轭有机半导体截然不同的结构访问的独特架构。我们报告了分子硅半导体中直接的光诱导电荷分离的超快光谱证据，这支持了分子硅作为光电子器件中的施主材料的生存能力。本研究中的材料是σ-π杂化物，其中缺乏电子的芳族受体位于σ共轭硅链的侧面。瞬态吸收和飞秒激发拉曼光谱（FSRS）技术揭示了与从硅烷链到受体的直接光学电荷转移相一致的特征；这些信号只能通过探测激发态结构来观察。
• Intramolecular Singlet Excited Energy Transfer in a Zinc Porphyrin–Free-base Porphyrin Dyad Linked with an Si–Si σ Bond
  作者：Yuki Shibano、Mikio Sasaki、Yutaka Kawanishi、Yasuyuki Araki、Hayato Tsuji、Osamu Ito、Kohei Tamao

  DOI：10.1246/cl.2007.1112

  日期：2007.9.5

  We have synthesized the diphenyldisilane-linked zinc porphyrin–free-base porphyrin dyad ZnP–[Si2]–H2P and measured its photophysical properties. These measurements indicate that energy transfer fro...

  我们已经合成了二苯基乙硅烷连接的锌卟啉-游离碱卟啉二元组 ZnP-[Si2]-H2P，并测量了其光物理性质。这些测量结果表明能量从...
• Octamethyltetrasila[2.2]paracyclophane. Cyclophanes Bridged by Polysilanes
  作者：Hideki Sakurai、Satoshi Hoshi、Akihiko Kamiya、Akira Hosomi、Chizuko Kabuto

  DOI：10.1246/cl.1986.1781

  日期：1986.10.5

  1,1,2,2,9,9,10,10-Octamethyl-1,2,9,10-tetrasila[2.2]paracyclophane, the first [2.2]paracyclophane bridged by heteroatoms, has been prepared. UV, IR, and 1H- 13C- and 29Si-NMR spectral together with X-ray crystallographic data are recorded. The compound displays a strong σπ mixing between Si–Si bonds and aromatic rings as evidenced by a large red shift in UV spectra.

  1,1,2,2,9,9,10,10-Octamethyl-1,2,9,10-tetrasilila[2.2] 对环烷是第一个由杂原子桥接的 [2.2] 对环烷。记录UV、IR和1H-13C-和29Si-NMR光谱以及X-射线晶体学数据。该化合物在 Si-Si 键和芳环之间显示出强烈的 σπ 混合，这可以通过紫外光谱的大红移来证明。
• Thermosalience in Macrocycle-Based Soft Crystals via Anisotropic Deformation of Disilanyl Architecture
  作者：Kenichiro Omoto、Toyotaka Nakae、Masaki Nishio、Yoshinori Yamanoi、Hidetaka Kasai、Eiji Nishibori、Takaki Mashimo、Tomohiro Seki、Hajime Ito、Kazuki Nakamura、Norihisa Kobayashi、Naofumi Nakayama、Hitoshi Goto、Hiroshi Nishihara

  DOI：10.1021/jacs.0c03643

  日期：2020.7.22

  four flexible disilane bonds. Single crystals of C4 exhibited a reversible thermal single-crystal-to-single-crystal (SCSC) phase transition behavior between two crystal phases accompanied with remarkable mechanical motion (thermosalient effect), as revealed by thermal analyses and X-ray diffraction measurements. Detailed structural analyses implied flexibility of parallelogram disilanyl architecture and

  我们在这里描述了使用二硅烷基大环 C4 制备软晶体，该 C4 具有四个对亚苯基，通过四个柔性乙硅烷键环状连接。正如热分析和 X 射线衍射测量所揭示的那样，C4 的单晶在两个晶相之间表现出可逆的热单晶到单晶 (SCSC) 相变行为，伴随着显着的机械运动（热膨胀效应）。详细的结构分析表明平行四边形二硅烷基结构的灵活性和分子堆积模式通过弱分子间相互作用促进了晶体中协调的大环的结构转变（平行曲柄运动），从而导致 SCSC 相变伴随着细胞的各向异性收缩/伸长以诱导热凸性影响。
• Synthesis of Phenylnitroxides Bridged by an sp³-Linkage
  作者：Joji Ohshita、Toshiyuki Iida、Nobuaki Ohta、Kenji Komaguchi、Masaru Shiotani、Atsutaka Kunai

  DOI：10.1021/ol017093p

  日期：2002.2.1

  Silicon- and carbon-bridged phenylnitroxides were synthesized. They exhibited similar ESR profiles independent of the nature of the sp(3) bridge and the substitution mode of the phenylene units. The spectra revealed a quintet signal at room temperature, which became a broad triplet by lowering the temperature. Accumulated ESR measurements at 77 K led to the successful observation of a signal at Deltam(s) = 2, indicating that the triplet state was involved in this system.