cis-1-(dimethylphenylsilyl)-1-hexene | 64545-09-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: cis-1-(dimethylphenylsilyl)-1-hexene
• 英文别名: (Z)-1-hexenyldimethylphenylsilane；(Z)-1-(dimethyl(phenyl)silyl)-1-hexene；(Z)-hex-1-en-1-yldimethyl(phenyl)silane；β-(Z)-hex-1-enyldimethyl(phenyl)silane；[(Z)-hex-1-enyl]-dimethyl-phenylsilane
• CAS: 64545-09-1
• 化学式: C₁₄H₂₂Si
• 分子量: 218.414
• InChiKey: PTVTWWVOURXNJF-RAXLEYEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  1-chloro-1-(dimethyl-phenyl-silanyl)-hexan-2-ol 在 吡啶 、 4-二甲氨基吡啶 、 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 15.5h， 生成 cis-1-(dimethylphenylsilyl)-1-hexene
  参考文献：
  名称：

  Synthesis of (Z)-Vinylsilanes with High Diastereoselectivity by Using Samarium Diiodide

  摘要：

  [GRAPHICS]Beta-Elimination of O-acetyl 1-chloro-1-trimethylsilylalkan-2-ols 1 was achieved by using samarium diiodide as a metaling reagent and afforded the corresponding (Z)-vinylsilanes with high stereoselectivity. The starting compounds 1 were easily prepared by treatment of different aldehydes with (chlorolithiomethyl)trimethylsilane and further acetylation.

  DOI：

  10.1021/ol015601p

文献信息

• Immobilization of Pyrene-Adorned N-Heterocyclic Carbene Complexes of Rhodium(I) on Reduced Graphene Oxide and Study of their Catalytic Activity
  作者：Sheila Ruiz-Botella、Eduardo Peris

  DOI：10.1002/cctc.201701277

  日期：2018.4.24

  Two pyrene‐tagged N‐heterocyclic carbene (NHC) complexes of rhodium(I) were obtained and characterized. The two complexes were supported onto reduced graphene oxide (rGO), generating two new materials in which the molecular complexes are immobilized by π–π stacking interactions onto the surface of the solid. The catalytic activity of both complexes and solid hybrid materials were studied in the 1,4‐addition

  获得并表征了两种pyr标记的铑（I）的N-杂环卡宾（NHC）配合物。这两种络合物被负载在还原的氧化石墨烯（rGO）上，产生了两种新的材料，其中的分子络合物通过π-π堆叠相互作用固定在固体表面上。研究了配合物和固体杂化材料的催化活性，包括苯基硼酸在1,4-加成到环己-2-酮中以及在末端炔烃的氢化硅烷化中。研究表明，对于两种反应，双金属配合物均比单金属配合物表现出更好的催化性能。这说明了在均相条件下进行的反应以及与固体进行的反应。在将苯硼酸加到环己酮的情况下，含有双金属催化剂的固体可以有效地循环利用多达五次，而活性损失几乎可以忽略不计，而单金属催化剂则迅速变得不活泼。在末端炔烃的氢化硅烷化中，对β-（如果使用固定的双金属催化剂，则Z）乙烯基硅烷会得到改善，尽管该催化剂在第二轮运行后开始失去活性。
• Synthesis, Reactivity, Crystal Structures and Catalytic Activity of New Chelating Bisimidazolium‐Carbene Complexes of Rh
  作者：Macarena Poyatos、Elena Mas‐Marzá、José A. Mata、Mercedes Sanaú、Eduardo Peris

  DOI：10.1002/ejic.200390157

  日期：2003.3

  the ligands means that the stability of these compounds is significantly greater than other carbene complexes of Rh. The compounds have been tested in catalytic reactions such as hydrogen transfer from alcohols to ketones, and hydrosilylation of terminal olefins and alkynes; they show a high activity for both processes. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  已经在温和条件下获得了一系列新型的 RhI 和 RhIII 的桥接、螯合和钳状 N-杂环卡宾。这些化合物已被充分表征并确定了它们的晶体结构。配体的螯合钳配位意味着这些化合物的稳定性明显高于 Rh 的其他卡宾配合物。这些化合物已经在催化反应中进行了测试，例如从醇到酮的氢转移，以及末端烯烃和炔烃的氢化硅烷化；它们显示出两个过程的高活性。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Iridium(<scp>i</scp>) complexes bearing hemilabile coumarin-functionalised N-heterocyclic carbene ligands with application as alkyne hydrosilylation catalysts
  作者：Mert Olgun Karataş、Bülent Alıcı、Vincenzo Passarelli、Ismail Özdemir、Jesús J. Pérez-Torrente、Ricardo Castarlenas

  DOI：10.1039/d1dt01946e

  日期：——

  A set of iridium(I) complexes of formula IrCl(κC,η2-IRCouR′)(cod) or IrCl(κC, η2-BzIRCouR′)(cod) (cod = 1,5-cyclooctadiene; Cou = coumarin; I = imidazolin-2-carbene; BzI = benzimidazolin-2-carbene) have beeen prepared from the corresponding azolium salt and [Ir(μ-OMe)(cod)]2 in THF at room temperature. The crystalline structures of 4b and 5b show a distorted trigonal bipyramidal configuration in the

  一组铱（我）式的IrCl的复合物（κ Ç，η 2 -I - [R凑R' ）（COD）或的IrCl（κ Ç，η 2 -BzI ř凑R' ）（COD）（COD = 1， 5-环辛二烯；Cou = 香豆素；I = 咪唑啉-2-卡宾；BzI = 苯并咪唑啉-2-卡宾）在室温下由相应的唑鎓盐和 [Ir(μ-OMe)(cod)] 2在 THF 中制备. 4b和5b的晶体结构显示了在固态下具有协调的香豆素部分的扭曲三角双锥构型。相比之下，由于吡喃酮环的半化能力，在溶液中观察到该五配位结构与相关方形平面异构体之间的平衡。分别在低温和​​高温极限下实现了两种物质的 NMR 表征。此外，平衡的热力学参数 Δ H R和 Δ S R是通过 VT 1 H NMR 光谱获得的，并且落在 22-33 kJ mol -1和 72-113 J mol -1 K -1 的范围内，分别。IrCl(κ C ,η 2-BzI Tol
• Rh(I)/(III)‐N‐Heterocyclic Carbene Complexes: Effect of Steric Confinement Upon Immobilization on Regio‐ and Stereoselectivity in the Hydrosilylation of Alkynes
  作者：Pradeep K. R. Panyam、Boshra Atwi、Felix Ziegler、Wolfgang Frey、Michal Nowakowski、Matthias Bauer、Michael R. Buchmeiser

  DOI：10.1002/chem.202103099

  日期：2021.12.6

  Novel Rh(III) pentamethylcyclopentadienyl and Rh(I) complexes containing chelating N-heterocyclic carbenes have been prepared and used in the hydrosilylation of 1-alkynes. Selected catalysts were immobilized within the mesopores of SBA-15. The confinement effects either provided by the ligands or the mesoporous support have been studied and allow for hydrosilylation with β(Z)-selectivity of up to 100 %

  新型Rh(III)五甲基环戊二烯基和含有螯合N-杂环卡宾的Rh(I)配合物已被制备并用于1-炔烃的氢化硅烷化。选定的催化剂固定在 SBA-15 的中孔内。配体或介孔载体提供的限制效应已经过研究，并且允许与 Rh(I) 和 Rh(III) 配合物进行高达 100% 的 β( Z )-选择性氢化硅烷化。
• N-Heterocyclic carbene rhodium(<scp>i</scp>) complexes containing an axis of chirality: dynamics and catalysis
  作者：Maria Cristina Cassani、Marta Anna Brucka、Cristina Femoni、Michele Mancinelli、Andrea Mazzanti、Rita Mazzoni、Gavino Solinas

  DOI：10.1039/c3nj01620j

  日期：——

  Novel rhodium(i) complexes [RhCl(NBD)(NHC)] [NHC = 1-benzyl-3-R-imidazolin-2-ylidene; R = Me, Bz, Tr, ^tBu]: determination of the rotation barriers about the Rh-carbene and catalytic activity in the hydrosilylation of terminal alkynes.

  新型铑(i)配合物 [RhCl(NBD)(NHC)] [NHC = 1-苄基-3-R-咪唑啉-2-基醇; R = 甲基，苯甲酰，三氟甲基，^t丁基]：确定Rh-卡宾的旋转阻 barriers 以及在顺烯烃的氢硅烷化反应中的催化活性。