(1-phenylvinyl)triisopropylsilane

• 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-phenylvinyl)triisopropylsilane
• 英文别名: 1-Phenylethenyl-tri(propan-2-yl)silane；1-phenylethenyl-tri(propan-2-yl)silane
• 化学式: C₁₇H₂₈Si
• 分子量: 260.495
• InChiKey: AZIXTPFHWPEVSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  三异丙基硅烷 、 苯乙炔 在 C₂₉H₂₂Cl₄N₄Pt 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 2-phenylethenyl-tri(propan-2-yl)silane 、 (1-phenylvinyl)triisopropylsilane
  参考文献：
  名称：

  ADC-metal complexes as effective catalysts for hydrosilylation of alkynes

  摘要：

  Aminocarbene complexes cis-[PtCl2{C(N(H)N = (CRR3)-R-2)=N(H)R-1)(CNR1)] (7-15) prepared via the nucleophilic addition of hydrazones H2N-N=CR2123 [R-2, R-3 = Ph 4; R-2/123 = 9H-fluorenyl 5; R-2 = H, R-3 = 2-(OH)C6H4 6] to cis-[PtCl2(CNR1)2] [R1 = cyclohexyl (Cy) 1, 2,6-Me2C6H3 (Xyl) 2, 2-CI-6-MeC(6)H(3)3] were evaluated as catalysts for the hydrosilylation of terminal allcynes with trisubstituted silanes giving vinyl silanes. The optimized catalytic system runs at 80-100 degrees C in dry toluene for 3-6 h with a typical catalyst loading of 0.1 mol%. A range of substrates with different steric hindrance and activity (Et3SiH, Pr3SiH, (Pr3SiH)-Pr-i, and PhMe2SiH as silanes; PhC CH, (BuC)-Bu-t CH, and 4-(Bu-t)C6H4 CH as allcynes) were successfully transformed into the target silylated products in 83-99% yields attesting the versatility of our catalytic system. Decreasing the catalysts loading to 10-3 mol% guaranteed the maximum TONs of 4.0 x 10(4) and TOFs of 1.7 x 10(2) (h(-1)) that were accomplished within 24 h of the reaction. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2013.09.003

文献信息

• Visible light accelerated hydrosilylation of alkynes using platinum–[acyclic diaminocarbene] photocatalysts
  作者：Jack C. Gee、Beth A. Fuller、Hannah-Marie Lockett、Gita Sedghi、Craig M. Robertson、Konstantin V. Luzyanin

  DOI：10.1039/c8cc04287j

  日期：——

  Platinum–[diaminocarbene] complexes work as transition-metal photocatalysts for the hydrosilylation of alkynes. A catalytic system operates under visible light irradiation (blue LED) enabling the conversion of a range of terminal and internal alkynes to respective vinyl silanes in excellent yields.

  铂-[二氨基卡宾]配合物可作为炔烃氢化硅烷化的过渡金属光催化剂。催化系统在可见光照射下（蓝色LED）运行，从而能够以优异的产率将一系列末端炔烃和内部炔烃转化为相应的乙烯基硅烷。
• Transition metal complexes of Tröger's base and their catalytic activity for the hydrosilylation of alkynes
  作者：Yuri Goldberg、Howard Alper

  DOI：10.1016/0040-4039(94)02272-d

  日期：1995.1

  Rhodium(III) and iridium(III) complexes of Tröger's base (TB), of structural type TB·2MCl3 (M = Rh, Ir), were prepared by treatment of TB with MCl3. The rhodium complex readily catalyzed the hydrosilylation of alkynes with high regio- and stereoselectively observed in some cases.

  通过用MCl 3处理TB制备Tröger碱（TB）的铑（III）和铱（III）络合物，结构类型为TB·2MCl 3（M = Rh，Ir）。在某些情况下，铑配合物可以很容易地催化炔烃的氢化硅烷化反应，具有很高的区域选择性和立体选择性。
• ADC-metal complexes as effective catalysts for hydrosilylation of alkynes
  作者：Bruno G.M. Rocha、Elena A. Valishina、Rogério S. Chay、M. Fátima C. Guedes da Silva、Tatyana M. Buslaeva、Armando J.L. Pombeiro、Vadim Yu. Kukushkin、Konstantin V. Luzyanin

  DOI：10.1016/j.jcat.2013.09.003

  日期：2014.1

  Aminocarbene complexes cis-[PtCl2C(N(H)N = (CRR3)-R-2)=N(H)R-1)(CNR1)] (7-15) prepared via the nucleophilic addition of hydrazones H2N-N=CR2123 [R-2, R-3 = Ph 4; R-2/123 = 9H-fluorenyl 5; R-2 = H, R-3 = 2-(OH)C6H4 6] to cis-[PtCl2(CNR1)2] [R1 = cyclohexyl (Cy) 1, 2,6-Me2C6H3 (Xyl) 2, 2-CI-6-MeC(6)H(3)3] were evaluated as catalysts for the hydrosilylation of terminal allcynes with trisubstituted silanes giving vinyl silanes. The optimized catalytic system runs at 80-100 degrees C in dry toluene for 3-6 h with a typical catalyst loading of 0.1 mol%. A range of substrates with different steric hindrance and activity (Et3SiH, Pr3SiH, (Pr3SiH)-Pr-i, and PhMe2SiH as silanes; PhC CH, (BuC)-Bu-t CH, and 4-(Bu-t)C6H4 CH as allcynes) were successfully transformed into the target silylated products in 83-99% yields attesting the versatility of our catalytic system. Decreasing the catalysts loading to 10-3 mol% guaranteed the maximum TONs of 4.0 x 10(4) and TOFs of 1.7 x 10(2) (h(-1)) that were accomplished within 24 h of the reaction. (C) 2013 Elsevier Inc. All rights reserved.