1-allyldimethylsilyl-4-bromobenzene | 17983-33-4

• 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-allyldimethylsilyl-4-bromobenzene
• 英文别名: Allyl-dimethyl--silan；Allyl-dimethyl-(p-brom-phenyl)-silan；(4-Bromophenyl)-dimethyl-prop-2-enylsilane
• CAS: 17983-33-4
• 化学式: C₁₁H₁₅BrSi
• 分子量: 255.23
• InChiKey: SPIDCMAVEWGUDY-UHFFFAOYSA-N

物化性质

• 沸点：
  81-84 °C(Press: 0.3 Torr)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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-allyldimethylsilyl-4-bromobenzene 在 正丁基锂 、 四氯化硅 作用下， 生成 Tetrakis[4-[dimethyl(prop-2-enyl)silyl]phenyl]silane
  参考文献：
  名称：

  基于 1,4-亚苯基单元的烯丙基端接枝碳硅烷树枝状聚合物：合成、反应性、结构和键合基序

  摘要：

  一系列 1-Br–C6H4–4-SiMe3–n(CH2CH=CH2)n (n = 1, 2, 3), Si[C6H4–4-SiMe3–n(CH2CH=CH2) 型碳硅烷的合成n]4, 1-Br–C6H4-4-Si[C6H4–4-SiMe3–n(CH2CH=CH2)n]3 (n = 0, 1, 2, 3), ClSi[C6H4–4-Si{C6H4 –4-SiMe3–n(CH2CH=CH2)n}3]3, Si[C6H4–4-Si{C6H4–4-SiMe3–n(CH2CH=CH2)n}3]4 (n = 1, 2),并讨论了 1-Br–C6H4–4-Si[C6H4–4-Si{C6H4–4-SiMe3–n(CH2CH=CH2)n}3]3 (n = 0, 1, 2, 3)。Si[C6H4-4-SiMe2(CH2CH=CH2)]4(7b)和ClSi[C6H4-4-Si{C6H4-4-SiMe2(CH2C

  DOI：

  10.1002/ejic.201201428
• 作为产物：
  描述：

  1,4-二溴苯 在 magnesium 作用下， 以 乙醚 为溶剂， 反应 17.0h， 生成 1-allyldimethylsilyl-4-bromobenzene
  参考文献：
  名称：

  基于 1,4-亚苯基单元的烯丙基端接枝碳硅烷树枝状聚合物：合成、反应性、结构和键合基序

  摘要：

  一系列 1-Br–C6H4–4-SiMe3–n(CH2CH=CH2)n (n = 1, 2, 3), Si[C6H4–4-SiMe3–n(CH2CH=CH2) 型碳硅烷的合成n]4, 1-Br–C6H4-4-Si[C6H4–4-SiMe3–n(CH2CH=CH2)n]3 (n = 0, 1, 2, 3), ClSi[C6H4–4-Si{C6H4 –4-SiMe3–n(CH2CH=CH2)n}3]3, Si[C6H4–4-Si{C6H4–4-SiMe3–n(CH2CH=CH2)n}3]4 (n = 1, 2),并讨论了 1-Br–C6H4–4-Si[C6H4–4-Si{C6H4–4-SiMe3–n(CH2CH=CH2)n}3]3 (n = 0, 1, 2, 3)。Si[C6H4-4-SiMe2(CH2CH=CH2)]4(7b)和ClSi[C6H4-4-Si{C6H4-4-SiMe2(CH2C

  DOI：

  10.1002/ejic.201201428

文献信息

• Porphyrins with a carbosilane dendrimer periphery as synthetic components for supramolecular self-assembly
  作者：Zakariyya Ishtaiwi、Tobias Rüffer、Sami Klaib、Roy Buschbeck、Bernhard Walfort、Heinrich Lang

  DOI：10.1039/c3dt53535e

  日期：——

  their structures in the solid state were determined by single crystal X-ray structure analysis. The appropriate 0th and 1st generation porphyrin-based 1,4-phenylene carbosilanes form 2D and 3D supramolecular network structures, primarily controlled by either π–π interactions (between pyrrole units and neighboring phenylene rings) or directional molecular hydrogen recognition and zinc–oxygen bond formation

  形状持久性碳硅烷官能化卟啉H 2 TPP（4-SiRR'Me）4，Zn（II）-TPP（4-SiRR'Me）4（R = R'= Me，CH 2 CH CH 2）的制备，CH 2 CH 2 CH 2 OH; R = Me，R'= CH 2 CH CH 2，CH 2 CH 2 CH 2 OH; TPP =四苯基卟啉），H 2 TPP（4-Si（C 6 H 4 -1） ，4-SiRR'Me）3）4和Zn（II）-TPP（4-Si（C 6描述了使用Lindsey缩合方法的H 4 -1,4-SiRR'Me）3）4（R = R'= Me，CH 2 CH CH 2 ; R = Me，R'= CH 2 CH CH 2）。对于一系列五个样品，它们的固态结构通过单晶X射线结构分析确定。适当的0次和1日一代基于卟啉的1,4-亚苯基碳硅烷形成2D和3D超分子网络结构，主要由π-π相互作用（在吡咯单元和相邻的亚苯基
• Traceless Solid-Phase Synthesis of Chiral 3-Aryl <i>β</i>-Amino Acid Containing Peptides Using a Side-Chain-Tethered <i>β</i>-Amino Acid Building Block
  作者：Younghee Lee、Richard B. Silverman

  DOI：10.1021/ol9912480

  日期：2000.2.1

  a traceless silyl linkage strategy has been developed. Using this building block, solid-phase synthesis was carried out to obtain tripeptide analogues with the aromatic ring either unsubstituted or halogenated (Br, I) at the position of the silyl group. The building blocks could generate libraries of peptidomimetics or cyclic peptides containing beta-amino acids with nonpolar side chains.

  [反应：见正文]已经开发了使用无痕的甲硅烷基键联策略将手性含芳族侧链的β-氨基酸连接到聚合物载体上的一般方法。使用该结构单元，进行固相合成以获得在甲硅烷基的位置具有未被取代或被卤化的芳环（Br，I）的三肽类似物。构件可以生成拟肽或包含具有非极性侧链的β-氨基酸的环状肽的文库。
• Silicon-based aromatic transferring linkers for traceless solid-phase synthesis of aryl-, polyaryl-, and heteroaryl-containing compounds
  作者：Younghee Lee、Richard B Silverman

  DOI：10.1016/s0040-4020(01)00457-4

  日期：2001.6

  A number of arylsilane-based linkers are prepared for traceless solid-phase synthesis. General methodologies for introduction of the silyl group and various functional groups to aromatic, polyaromatic, and heteroaromatic rings are developed. Also, broad utilities of the linkers are demonstrated by on-resin preparation of small organic molecules and subsequent cleavage of the products either by protiodesilylation

  制备了许多基于芳基硅烷的连接基，以进行无痕固相合成。已开发了将甲硅烷基和各种官能团引入芳族，多芳族和杂芳族环的一般方法。同样，通过在树脂上制备小的有机分子并随后通过丙二硅烷基化（TFA）或ipso取代（Br 2）裂解产物，证明了接头的广泛用途。
• Studies in Organosilicon Chemistry. XLIII. An Investigation of Silicon-Containing s-Triazines
  作者：Clarence J. Murphy、Howard W. Post

  DOI：10.1021/jo01051a534

  日期：1962.4
• Rapid, High-Yield, Solid-Phase Synthesis of the Antitumor Antibiotic Sansalvamide A Using a Side-Chain-Tethered Phenylalanine Building Block
  作者：Younghee Lee、Richard B. Silverman

  DOI：10.1021/ol0002830

  日期：2000.11.1

  [GRAPHICS]A 10-step solid phase synthesis of the cytotoxic depsipeptide sansalvamide A (1) has been accomplished in an overall yield of 67% with >95% purity employing polymer-bound phenylalanine building block 2, Both the N- and C-termini of 2 are extended followed by on resin head-to-tail macrocyclization of the linear peptide in a high yield, This should be a general stategy for the synthesis of diverse libraries of cyclic peptides and depsipeptides that contain exclusively phenylalanine and other hydrophobic side chains.