trans-1-phenyl-2-<(1E)-2-phenylethenyl>cyclopentane | 120853-49-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: trans-1-phenyl-2-<(1E)-2-phenylethenyl>cyclopentane
• 英文别名: trans-1-Phenyl-2-trans-β-styrenylcyclopentane；trans-1-Phenyl-2-((E)-2-phenylethenyl)cyclopentane；trans-1-phenyl-2((E)-2-phenylethenyl)cyclopentane；[(E)-2-[(1R,2S)-2-phenylcyclopentyl]ethenyl]benzene
• CAS: 120853-49-8
• 化学式: C₁₉H₂₀
• 分子量: 248.368
• InChiKey: XUIJYLVHQPESFU-AWHXWDPHSA-N

物化性质

• 沸点：
  377.8±22.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  1,4-二苯基-1,3丁二烯 、 1,3-二溴丙烷 在 lithium biphenylide 、 calcium iodide 作用下， 生成 trans-1-phenyl-2-<(1E)-2-phenylethenyl>cyclopentane
  参考文献：
  名称：

  Organocalcium chemistry: preparation and reactions of highly reactive calcium

  摘要：

  DOI：

  10.1021/jo00304a016

文献信息

• Carbocyclization of<i>E,E</i>-1,4-Diphenyl-1,3-butadiene with Dichloroalkanes Mediated by Rieke Metals
  作者：Matthew S. Sell、Reuben D. Rieke

  DOI：10.1080/00397919508011489

  日期：1995.12

  Abstract The Rieke metal complexes of barium and strontium readily react with E,E-1,4-diphenyl-1,3-butadiene to form metal-diene reagents. Upon treatment with l .n-dichloroalkanes, these metallocycles are transformed into ring derivatives in excellent chemical yield.

  摘要 钡和锶的 Rieke 金属配合物很容易与 E,E-1,4-二苯基-1,3-丁二烯反应形成金属-二烯试剂。在用l.n-二氯烷烃处理后，这些金属环以优异的化学产率转化为环衍生物。
• Leonel, Eric; Paugam, Jean Paul; Nedelec, Jean-Yves, Journal of Chemical Research - Part S, 1995, # 7, p. 278 - 279
  作者：Leonel, Eric、Paugam, Jean Paul、Nedelec, Jean-Yves、Perichon, Jacques

  DOI：——

  日期：——
• Chemistry of substituted (2-butene-1,4-diyl)magnesium: a facile approach to complex carbocycles, functionalized ketones and alcohols, and silicon-containing heterocycles
  作者：Reuben D. Rieke、Heping Xiong

  DOI：10.1021/jo00009a034

  日期：1991.4

  Highly reactive magnesium reacts with a wide variety of substituted 1,3-dienes to give the corresponding substituted (2-butene-1,4-diyl)magnesium complexes. Reactions of symmetrical (2-butene-1,4-diyl)magnesium with alpha,omega-alkylene dihalides form three-, four-, five-, and six-membered carbocycles. Significantly, the cyclizations are always stereospecific and completely regioselective. Depending on the initial 1,3-diene and specific electrophiles, uncyclized products can be obtained. Stepwise reactions of (2,3-dimethyl-2-butene-1,4-diyl)magnesium with two different electrophiles afford polyfunctionalized ketones with the generation of a quaternary center. Formal 1,2-additions can be effected in this manner. Substituted five- and six-membered cyclic ketones can also be synthesized in one step by this approach. Treatment of unsymmetrical (2-butene-1,4-diyl)magnesium complexes with triorganosilyl chlorides followed by cyclohexanone results in additions across a terminal double bond with high regioselectivity. Silicon-containing heterocycles or spiro compounds can be readily synthesized by using the bis-Grignard reagents.
• Facile formation of substituted 2-butene-1,4-diylmagnesium using highly reactive magnesium. A simple approach to complex carbocycles and functionalized ketones
  作者：Heping Xiong、Reuben D. Rieke

  DOI：10.1021/jo00275a001

  日期：1989.7