<4-<<(tert-Butyldimethylsilyl)oxy>methyl>phenyl>tributyltin | 135505-99-6

• 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: <4-<<(tert-Butyldimethylsilyl)oxy>methyl>phenyl>tributyltin
• 英文别名: 4-tributylstannyl benzyl tert-butyldimethylsilyl ether；Tert-butyl-dimethyl-[(4-tributylstannylphenyl)methoxy]silane
• CAS: 135505-99-6
• 化学式: C₂₅H₄₈OSiSn
• 分子量: 511.451
• InChiKey: TUDWQAGODODERT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.26
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 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：

  甲磺酸,三氟-,6-羰基-1-环己烯-1-基酯 、 <4-<<(tert-Butyldimethylsilyl)oxy>methyl>phenyl>tributyltin 在 tris-(dibenzylideneacetone)dipalladium(0) N-甲基吡咯烷酮 、 lithium chloride 作用下， 以83%的产率得到2-<4-<<(tert-Butyldimethylsilyl)oxy>methyl>phenyl>cyclohex-2-enone
  参考文献：
  名称：

  Catalyst tailoring for palladium-mediated cross coupling of arylstannanes with vinyl triflates

  摘要：

  Vinyl triflates couple smoothly with a variety of arylstannanes provided a polar, aprotic solvent is used in conjunction with a ''ligandless'' palladium catalyst, or a catalytic system involving weak ligands such as triphenylarsine. Commonly employed ligands, for example, triphenylphosphine, were found to strongly inhibit the coupling.

  DOI：

  10.1016/s0040-4039(00)92138-5

文献信息

• Photoinduced energy transfer in associated, but noncovalently-linked photosynthetic model systems.
  作者：Jonathan L. Sessler、Bing Wang、Anthony Harriman

  DOI：10.1021/ja00107a014

  日期：1995.1

  supramolecular assembly. The association constant for guanosine-to-cytidine association representing the primary interaction in each donor-acceptor assembly, is ca, 22 000 [+-] 200 M[sup [minus]1] in CD[sub 2]Cl[sub 2] as determined from [sup 1]H NMR titration analyses. Both singlet and triplet energy transfer was observed within the various donor-acceptor assemblies. Whereas the singlet-state energy-transfer dynamics

  核碱基取代的卟啉的合成和光物理表征旨在形成刚性氢键合奏，并允许在所得复合物中进行能量转移，据报道，含鸟苷和胞苷的卟啉之间的 Watson-Crick 核碱基配对相互作用用于组装氢键合奏。同样，锌 (II) 和游离碱卟啉分别用作这些集合中的供体和受体，根据设计，超分子组装中包含两个或三个总卟啉亚基。CD[sub 2]Cl[sub 2] 中代表每个供体-受体组装体中主要相互作用的鸟苷-胞苷结合常数约为 22 000 [+-] 200 M[sup [minus]1]根据 [sup 1] H NMR 滴定分析确定。在各种供体 - 受体组件内观察到单线态和三线态能量转移。虽然单线态能量转移动力学与福斯特型过程一致，但相信同一复合物中的三线态能量转移是通过氢键界面发生的。因此，目前描述的供体-受体集合生成的非共价方法被认为提供了一种新颖且有用的方法来模拟作为自然光合作用过程一部分的光子天线的各个方面。31
• Catalyst tailoring for palladium-mediated cross coupling of arylstannanes with vinyl triflates
  作者：Vittorio Farina、Gregory P. Roth

  DOI：10.1016/s0040-4039(00)92138-5

  日期：1991.1

  Vinyl triflates couple smoothly with a variety of arylstannanes provided a polar, aprotic solvent is used in conjunction with a ''ligandless'' palladium catalyst, or a catalytic system involving weak ligands such as triphenylarsine. Commonly employed ligands, for example, triphenylphosphine, were found to strongly inhibit the coupling.
• Palladium-catalyzed coupling of arylstannanes with organic sulfonates: a comprehensive study
  作者：Vittorio Farina、Bala Krishnan、Daniel R. Marshall、Gregory P. Roth

  DOI：10.1021/jo00072a028

  日期：1993.9

  The effect of ligands and lithium chloride on the rates of the palladium catalyzed coupling between organic triflates and arylstannanes was studied. The dependence of the rate on the ligand is similar to the one previously reported for the coupling of vinylstannanes, but in the present case triphenylarsine is shown to be superior to both triphenylphosphine and tri(2-furyl)phosphine. The effect of added chloride is complex and varies depending on solvent and ligand used. Ortho-substituted arylstannanes tend to transfer alkyl moieties to a substantial extent , and therefore rates and efficiencies of aryl vs alkyl transfer were quantitated. When ortho substituents that are potentially coordinating to tin are used, no rate acceleration in the alkyl transfer process was observed, which is in contrast with two recently reported studies that suggest nucleophilic assistance at tin to be important in the transmetalation step. An important side reaction in the coupling of poorly reactive vinyltriflates and most aryltriflates is the Pd-induced homocoupling of the stannane to form biaryls. The experimental factors that control this process were evaluated.