[bis(4-methoxyphenyl)methylene]cyclobutane | 5289-37-2

• 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: [bis(4-methoxyphenyl)methylene]cyclobutane
• 英文别名: Bis-(4-methoxy-phenyl)-cyclobutyliden-methan；Bis-(4-methoxy-phenyl)-methylen-cyclobutan；1-[Cyclobutylidene-(4-methoxyphenyl)methyl]-4-methoxybenzene
• CAS: 5289-37-2
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: YFYJAEMMRWUHRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [bis(4-methoxyphenyl)methylene]cyclobutane 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 [bis(4-hydroxyphenyl)methylene]cyclobutane
  参考文献：
  名称：

  Synthesis of Unsymmetrical Diphenylalkenes¹

  摘要：

  DOI：

  10.1021/jm00342a033
• 作为产物：
  描述：

  4-溴苯甲醚 、 环丁基甲酸甲酯 生成 [bis(4-methoxyphenyl)methylene]cyclobutane
  参考文献：
  名称：

  Synthesis of Unsymmetrical Diphenylalkenes¹

  摘要：

  DOI：

  10.1021/jm00342a033

文献信息

• Alkylidenecyclobutanes. Part II. The oxidation of benzylidenecyclobutane and of bis-(p-methoxyphenyl)methylenecyclobutane
  作者：S. H. Graham、A. J. S. Williams

  DOI：10.1039/j39660000655

  日期：——

  The oxidation of benzylidenecyclobutane gives rise to both rearranged and unrearranged products. The differences observed in the tendencies of alkylidenecyclobutanes and of cyclobutylmethanols to rearrange in the course of oxidations (or dehydrations) is ascribed in part to a steric effect.

  亚苄基环丁烷的氧化会产生重排和未重排的产物。在氧化（或脱水）过程中，亚烷基环丁烷和环丁基甲醇重排的趋势中观察到的差异部分归因于空间效应。
• Reactions of methylenecyclobutanes with silver acetate and iodine
  作者：Min Jiang、Le-Ping Liu、Min Shi

  DOI：10.1016/j.tet.2007.07.046

  日期：2007.9

  Methylenecyclobutanes undergo an interesting rearrangement reaction in the presence of silver acetate and iodine at room temperature (20 °C) in dichloromethane to give the corresponding aryl-(1-arylcyclobutyl)methanones in good to high yields within short reaction time. A plausible reaction mechanism has been discussed on the basis of control and O18-labeling experiments.

  亚甲基环丁烷在乙酸银和碘的存在下于室温（20°C）的二氯甲烷中进行有趣的重排反应，从而在较短的反应时间内以高至高收率得到相应的芳基-（1-芳基环丁基）亚甲基酮。已经在对照和O 18标记实验的基础上讨论了合理的反应机理。
• Oxidative functionalization of alkylidenecyclopropanes and alkylidenecyclobutanes: a versatile platform to access nitrated cyclopropanes and cyclobutanes
  作者：Yao-Fu Zeng、Jin-Bo Wu、Jin-Tao Chen、Yu Guo、Zhen Wang

  DOI：10.1039/d2ob01426b

  日期：——

  including β-nitro alcohol, α-nitro ketone and nitro nitratosation products with yields up to 90%. Particularly, the cyclopropyl and cyclobutyl rings were conserved in the products. The applicability of this method was demonstrated by the scale-up experiment and reduction of the nitro into an amino group. Preliminary mechanistic studies suggested that the nitro radical was involved in the reaction process.

  Fe(NO 3 ) 3 ·9H 2 O 或 AgNO 2对亚烷基环丙烷 (ACPs) 和亚烷基环丁烷 (ACBs) 进行了不同的自由基硝化反应，得到 β-硝基醇、α-硝基酮和硝基亚硝化三类产品产率高达 90% 的产品。特别是，环丙基和环丁基环在产物中是保守的。通过放大实验和将硝基还原为氨基，证明了该方法的适用性。初步的机理研究表明，硝基自由基参与了反应过程。
• Fluorination of alkylidenecyclopropanes and alkylidenecyclobutanes: divergent synthesis of fluorinated cyclopropanes and cyclobutanes
  作者：Jin-Bo Wu、Shuang Li、Shuai Han、Yue Wang、Wei Zhang、Zhen Wang、Yao-Fu Zeng

  DOI：10.1039/d3ob00785e

  日期：——

  A divergent fluorination of alkylidenecyclopropanes (ACPs) and alkylidenecyclobutanes (ACBs) with selectfluor has been achieved. Four different types of products including fluorohydrins, fluoroethers, fluoroesters and fluoroketones could be prepared in moderate to excellent yields. In particular, the cyclopropanes and cyclobutanes were not destroyed during the transformations which involved a radical

  亚烷基环丙烷 (ACP) 和亚烷基环丁烷 (ACB) 与 selectflu 的不同氟化反应已经实现。可以以中等至优异的产率制备四种不同类型的产品，包括氟代醇、氟代醚、氟代酯和氟代酮。特别是，环丙烷和环丁烷在涉及自由基途径的转化过程中没有被破坏。通过产品的各种转化证明了该方法的适用性。
• Divergent rearrangement pathways in the electron-transfer induced spiropentane-methylenecyclobutane rearrangement: Role of cip and ssip
  作者：Tsutomu Miyashi、Yasutake Takahashi、Hitoshi Ohaku、Kazufumi Yokogawa、Shin-ichi Morishima、Toshio Mukai

  DOI：10.1016/s0040-4039(00)97375-1

  日期：1990.1