methallyl 1-phenylallyl ether | 197155-21-8

• 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: methallyl 1-phenylallyl ether
• 英文别名: 1-(2-Methylprop-2-enoxy)prop-2-enylbenzene
• CAS: 197155-21-8
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: QRXALYNOSRIBCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 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：

  methallyl 1-phenylallyl ether 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 2,2,6,6-四甲基哌啶氧化物 、 Trametes versicolor laccase 作用下， 以 aq. phosphate buffer 、 异辛烷 为溶剂， 反应 72.0h， 以52%的产率得到4-methyl-2-phenylfuran
  参考文献：
  名称：

  呋喃合成的化学酶促复分解/芳香化级联反应：揭示漆酶/ TEMPO在含氧杂环化合物中的芳香化活性

  摘要：

  描述了前所未有的Trametes杂色漆酶/ TEMPO催化的2,5-二氢呋喃芳构化为呋喃。在温和的反应条件下，合成了多种呋喃衍生物，转化率中等至高（21–99％），产率（20–76％）。这项工作揭示了Trametes versicolor laccase / TEMPO系统在合成含氧杂环中的芳香化能力。此外，已经成功地开发了通过化学酶促复分解/芳构化级联从脂肪族二烯丙基醚直接合成呋喃的方法，该化学酶复分解/芳构化级联在相同的反应介质中结合了格鲁布斯催化的闭环复分解和漆酶/ TEMPO催化的芳构化。

  DOI：

  10.1021/acscatal.9b02452
• 作为产物：
  描述：

  1-苯基-2-丙烯-1-醇 、 3-氯-2-甲基丙烯 生成 methallyl 1-phenylallyl ether
  参考文献：
  名称：

  Synthesis of Conjugated γ- and δ-Lactones from Aldehydes and Ketones via a Vinylation/Allylation-Ring Closing Metathesis-Oxidation Sequence

  摘要：

  通过对醛和酮进行亲核碳乙烯基化或碳烯丙基化反应，随后对所得卡宾醇进行氧烯丙基化，得到了相应的烯丙醚。后者经过环闭合易位反应，分别得到环醚（二氢呋喃和二氢吡喃），再经过烯丙位的氧化反应，分别生成共轭的γ-和δ-内酯。

  DOI：

  10.1055/s-1999-2897

文献信息

• RUTHENIUM POLYMERISATION CATALYSTS
  申请人：UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS

  公开号：US20140228563A1

  公开（公告）日：2014-08-14

  Cis and trans ruthenium complexes that can be used as catalysts for ring opening metathesis polymerisation (ROMP) are described. The complexes are generally square pyramidal in nature, having two anionic ligands X. Corresponding cationic complexes where one or both of the anionic ligands X are replaced by a non-co-ordinating anionic ligand are also described. Polymers such as polydicyclopentadiene (PDCPD) can be prepared using the catalysts.

  描述了可以用作环开环醚交换聚合（ROMP）催化剂的顺式和反式钌配合物。这些配合物通常具有两个阴离子配体X，本质上是方锥形的。还描述了相应的阳离子配合物，其中一个或两个阴离子配体X被非配位阴离子配体取代。可以使用这些催化剂制备聚二环戊二烯（PDCPD）等聚合物。
• Synthesis of conjugated γ- and δ-lactones from aldehydes and ketones via a vinylation(allylation)-ring closing metathesis–oxidation sequence
  作者：J.Alberto Marco、Miguel Carda、Santiago Rodrı́guez、Encarnación Castillo、Marı́a N. Kneeteman

  DOI：10.1016/s0040-4020(03)00584-2

  日期：2003.6

  aldehydes and ketones followed by O-allylation of the obtained carbinols gave the corresponding allyl or homoallyl ethers, respectively. Ring-closing metathesis of these compounds afforded in many cases cyclic ethers (dihydrofurans and dihydropyrans, respectively) bearing disubstituted and trisubstituted CC bonds. These were then subjected to allylic oxidation to yield conjugated γ- and δ-lactones. Reasons

  醛和酮的亲核C-乙烯基化和C-烯丙基化，然后将得到的甲醇进行O-烯丙基化，分别得到相应的烯丙基或高烯丙基醚。这些化合物的闭环易位在许多情况下提供带有二取代和三取代的CC键的环状醚（分别为二氢呋喃和二氢吡喃）。然后将它们进行烯丙基氧化以产生共轭的γ-和δ-内酯。介绍并讨论了观察到的故障的原因。
• [EN] RUTHENIUM COMPLEXES FOR USE IN OLEFIN METATHESIS<br/>[FR] COMPLEXES DE RUTHÉNIUM DESTINÉS À ÊTRE UTILISÉS DANS LA MÉTATHÈSE D'OLÉFINES
  申请人：UNIV ST ANDREWS

  公开号：WO2011117571A1

  公开（公告）日：2011-09-29

  Cis ruthenium complexes that can be used as catalysts are described. The complexes are generally square pyramidal in nature, having two anionic ligands X adjacent to each other. The complexes can be used as catalysts, for example in olefin metathesis reactions. Corresponding trans ruthenium complexes are also described, together with cationic complexes where one or both of the anionic ligands X are replaced by a non- co-ordinating anionic ligand.

  描述了可用作催化剂的顺铑配合物。这些配合物通常具有两个相邻的阴离子配体X，其结构一般为方锥形。这些配合物可以用作催化剂，例如在烯烃交换反应中。同时还描述了相应的反式顺铑配合物，以及其中一个或两个阴离子配体X被非配位阴离子取代的阳离子配合物。
• Effects of Olefin Substitution on the Ring-Closing Metathesis of Dienes
  作者：Thomas A. Kirkland、Robert H. Grubbs

  DOI：10.1021/jo970877p

  日期：1997.10.1

  Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield td-and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO2Me, and Bu-t were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene-1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.
• RUTHENIUM COMPLEXES FOR USE IN OLEFIN METATHESIS
  申请人：Cazin Catherine

  公开号：US20130165649A1

  公开（公告）日：2013-06-27

  Cls ruthenium complexes that can be used as catalysts are described. The complexes are generally square pyramidal in nature, having two anionic ligands X adjacent to each other. The complexes can be used as catalysts, for example in olefin metathesis reactions. Corresponding trans ruthenium complexes are also described, together with cationic complexes where one or both of the anionic ligands X are replaced by a non-co-ordinating anionic ligand.