tris-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl allyl stannane

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: tris-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl allyl stannane
• 化学式: C₃₀H₂₃F₃₉Sn
• 分子量: 1243.16
• InChiKey: XUWZGLQSABOGTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.18
• 重原子数：
  70
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  39

反应信息

• 作为反应物：
  描述：

  1-碘十一烷 、 tris-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl allyl stannane 在 偶氮二异丁腈 、 三氟甲苯 作用下， 以75%的产率得到1-十四烯
  参考文献：
  名称：

  “丙烯间隔的”烯丙基锡试剂：一种用于自由基和金属催化条件下烯丙基化的新型氟锡试剂。

  摘要：

  描述了新一代的丙烯间隔氟烯丙基锡试剂[（Rf（CH2）3）3SnCH2CH = CH2]。这些在低级同系物（乙烯间隔的）失效的自由基烯丙基化中成功，并且在过渡金属催化的烯丙基化中提供了改进的性能。试剂和副产物可通过简单的氟有机液-液或固-液萃取轻松分离。

  DOI：

  10.1016/s0960-894x(98)00435-1

文献信息

• Radical carbonylations with fluorous allyltin reagents
  作者：Ilhyong Ryu、Tatsuro Niguma、Satoshi Minakata、Mitsuo Komatsu、Zhiyong Luo、Dennis P. Curran

  DOI：10.1016/s0040-4039(99)00188-4

  日期：1999.3

  “Propylene-spaced” fluorous allyltin reagents 2a and 2b were tested as mediators of radical carbonylations and found to be useful for four-component coupling reactions comprising RX 3, CO, alkenes, and 2 leading to β-functionalized β-allylated ketones 5. The biphasic workup (acetonitrile/FC-72) was successfully carried out to separate 5 from tin compounds. Competition experiments suggested a modest

  测试了“丙烯间隔的”氟代烯丙基锡试剂2a和2b作为自由基羰基化的介质，发现可用于四组分偶联反应，包括RX 3，CO，烯烃和2，从而导致β-官能化的β-烯丙基化酮5。成功进行了双相后处理（乙腈/ FC-72），从锡化合物中分离出5种化合物。竞争实验表明，与常规的烯丙基三丁基锡相比，对于涉及S H 2'步骤的链增长，适度的反应性为2a。
• Separation of “Light Fluorous” Reagents and Catalysts by Fluorous Solid-Phase Extraction:  Synthesis and Study of a Family of Triarylphosphines Bearing Linear and Branched Fluorous Tags
  作者：Qisheng Zhang、Zhiyong Luo、Dennis P. Curran

  DOI：10.1021/jo000464f

  日期：2000.12.1

  Practical syntheses of new triarylphosphines bearing both linear and branched fluorous tags (Rf) are reported. The phosphines have one, two, or all three aryl rings bearing fluorous tags: (Ph)(3-n)P(C6H4(CH2)(m)Rf)(n) Fluorous-organic partition coefficients have been measured and the retention properties of both the phosphines and the derived phosphine oxides on fluorous reverse phase silica have been studied. While applications relying on liquid-liquid extractive separations of these phosphines may be limited to those bearing three fluorous chains, the technique of solid phase extraction should be broadly applicable to phosphines, phosphine oxides, and derived metal complexes. A parallel platinum-catalyzed allylation of aldehydes with fluorous allyl stannanes illustrates the usefulness of the new fluorous ligands in small-scale synthesis.
• Curran, Dennis P.; Luo, Zhiyong, Medicinal Chemistry Research, 1998, vol. 8, # 4-5, p. 261 - 265
  作者：Curran, Dennis P.、Luo, Zhiyong

  DOI：——

  日期：——
• “Propylene spaced” allyl tin reagents: A new class of fluorous tin reagents for allylations under radical and metal-catalyzed conditions
  作者：Dennis P. Curran、Zhiyong Luo、Peter Degenkolb

  DOI：10.1016/s0960-894x(98)00435-1

  日期：1998.9

  A new generation of propylene-spaced fluorous allyltin reagents [(Rf(CH2)3)3SnCH2CH = CH2] is described. These succeed in radical allylations where their lower homologs (ethylene-spaced) fail, and they provide improved performance in transition metal catalyzed allylations. The reagents and byproducts are readily separated by simple fluorous-organic liquid-liquid or solid-liquid extractions.

  描述了新一代的丙烯间隔氟烯丙基锡试剂[（Rf（CH2）3）3SnCH2CH = CH2]。这些在低级同系物（乙烯间隔的）失效的自由基烯丙基化中成功，并且在过渡金属催化的烯丙基化中提供了改进的性能。试剂和副产物可通过简单的氟有机液-液或固-液萃取轻松分离。