(2-丙-2-烯基苯基)丙-2-烯酸酯 | 14925-75-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: (2-丙-2-烯基苯基)丙-2-烯酸酯
• 英文名称: acrylic acid 2-allyl-phenyl ester
• 英文别名: acrylic acid-(2-allyl-phenyl ester)；Acrylsaeure-(2-allyl-phenylester)；2-(Prop-2-en-1-yl)phenyl prop-2-enoate；(2-prop-2-enylphenyl) prop-2-enoate
• CAS: 14925-75-8
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: MVHITVMIKXLDKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  72-78 °C(Press: 0.6 Torr)
• 密度：
  1.0359 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-丙-2-烯基苯基)丙-2-烯酸酯 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以89%的产率得到(Z)-benzo[b]oxepin-2(5H)-one
  参考文献：
  名称：

  Ruthenium Carbene Complexes with N,N‘-Bis(mesityl)imidazol-2-ylidene Ligands:  RCM Catalysts of Extended Scope

  摘要：

  The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands constitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carbene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting alpha,beta-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium: particularly high reaction rates are observed in toluene, although this solvent also leads to an increased tendency of the catalyst to isomerize the double bonds of the substrates.

  DOI：

  10.1021/jo9918504
• 作为产物：
  描述：

  2-烯丙基酚 在 pyrex tube 作用下， 生成 (2-丙-2-烯基苯基)丙-2-烯酸酯
  参考文献：
  名称：

  Preparation of Aryl Acrylates and Methacrylates by Pyrolysis of the Corresponding Acetoxy Esters

  摘要：

  DOI：

  10.1021/ja01158a050

文献信息

• Catalyst-free hydrophosphination of alkenes in presence of 2-methyltetrahydrofuran: a green and easy access to a wide range of tertiary phosphines
  作者：Damien Bissessar、Julien Egly、Thierry Achard、Pascal Steffanut、Stéphane Bellemin-Laponnaz

  DOI：10.1039/c9ra04896k

  日期：——

  reaction that is free of base, acid and catalyst, using only 2-methyltetrahydrofuran as additive has been performed. A new family of mono-, di-, tri- and tetra-phosphines compounds are obtained in good to excellent yields by adding diphenylphosphine to alkenes, mono- and polyfunctional acrylics (based on acrylate and methacrylate motifs) and acrylamide substrates. Addition of four equivalent of bio-mass

  已经进行了不含碱、酸和催化剂的氢膦化反应，仅使用 2-甲基四氢呋喃作为添加剂。通过将二苯基膦添加到烯烃、单官能和多官能丙烯酸树脂（基于丙烯酸酯和甲基丙烯酸酯基体）和丙烯酰胺基材中，可以以良好至优异的产率获得一系列新的单、二、三和四膦化合物。将四当量的生物质衍生的 2-MeTHF 添加到反应介质中可以提高转化率和反应时间，并降低反应物对氧化的敏感性。这种简单、直接和原子经济的方法尊重绿色化学的原则。此外，在每种情况下，这种转化都显示出对反马尔科夫尼科夫产物的专有区域选择性。
• [EN] TETRA-NUCLEAR NEUTRAL COPPER (I) COMPLEXES<br/>[FR] COMPLEXES DE CUIVRE (I) NEUTRE TÉTRA-NUCLÉAIRE
  申请人：CLARIANT PLASTICS & COATINGS LTD

  公开号：WO2019243583A1

  公开（公告）日：2019-12-26

  The invention relates to tetra-nuclear neutral copper (I) complexes of Formula (A) that have a cubane-like structure, wherein said complexes comprise phosphine ligands which bear one or more aldehyde or ester groups. Furthermore, the present invention refers to methods for generating such copper (I) complexes of Formula (A) and to uses thereof. Each L is independently from each other a ligand that has a structure of Formula (A1): P(Ar)m(CHR2-CHR1-CO-Y-Rx)n.

  该发明涉及具有立方体结构的四核中性铜(I)配合物的公式(A)，其中这些配合物包括带有一个或多个醛基或酯基的膦配体。此外，本发明涉及生成这种铜(I)配合物的方法及其用途。每个L都是独立的配体，具有公式(A1)的结构：P(Ar)m(CHR2-CHR1-CO-Y-Rx)n。
• Copper-Catalyzed Silylperoxidation Reaction of α,β-Unsaturated Ketones, Esters, Amides, and Conjugated Enynes
  作者：Yun Lan、Xi-Hao Chang、Pei Fan、Cui-Cui Shan、Zi-Bai Liu、Teck-Peng Loh、Yun-He Xu

  DOI：10.1021/acscatal.7b02754

  日期：2017.10.6

  A synthetic method of copper-catalyzed silylperoxidation of α,β-unsaturated carbonyl compounds and conjugated enynes has been developed. The realization of silylperoxidation of the carbon–carbon double bond permits direct access to silicon-containing peroxy products in moderate to good yields. Furthermore, this protocol distinguishes itself by operational simplicity and exhibiting good tolerance of

  开发了铜催化α，β-不饱和羰基化合物和共轭烯炔的甲硅烷基过氧化的合成方法。碳-碳双键的甲硅烷基过氧化的实现允许以中等到良好的产率直接获得含硅的过氧产物。此外，该协议以其操作简单性和对各种功能组的良好耐受性而独树一帜。该策略为α，β-不饱和羰基化合物和共轭烯炔的1,2-双官能化提供了有效途径。
• A Stable and Photoreactive Copper‐Iodide Cubane Suitable for Direct Post‐Functionalization
  作者：Damien Bissessar、Julien Egly、Thierry Achard、Pascal Steffanut、Matteo Mauro、Stéphane Bellemin‐Laponnaz

  DOI：10.1002/ejic.202200101

  日期：2022.5.25

  Tetranuclear copper-iodide cubane bearing diphenylphosphine ligand was found to be a very stable precursor for subsequent post-functionalization by hydrophosphination reaction under UV irradiation.

  发现带有二苯基膦配体的四核碘化铜立方烷是一种非常稳定的前体，可用于随后在紫外线照射下通过氢膦化反应进行后官能化。
• [EN] TETRA-NUCLEAR NEUTRAL COPPER (I) COMPLEXES WITH DIARYLPHOSPHINE LIGANDS<br/>[FR] COMPLEXES DE CUIVRE (I) NEUTRE TÉTRA-NUCLÉAIRE AYANT DES LIGANDS DE DIARYLPHOSPHINE
  申请人：CLARIANT PLASTICS & COATINGS LTD

  公开号：WO2019243581A1

  公开（公告）日：2019-12-26

  The present invention relates to tetra-nuclear neutral copper (I) complexes that have a cubane-like structure, wherein said complexes further comprise diarylphosphine ligands which are bonded via phosphorus atoms. Furthermore, the present invention refers to methods for generating such copper (I) complex and to uses thereof. The present invention further relates to cubane-like conjugates that comprise moiety of the copper (I) complexes of the invention. Formula (A), each L is independently from each other an optionally substituted diarylphosphine residue of Formula (A1): PHAr2 (A1).

  本发明涉及具有立方体样结构的四核中性铜（I）配合物，其中所述配合物进一步包括通过磷原子键合的二芳基膦配体。此外，本发明涉及生成这种铜（I）配合物的方法和使用方法。本发明还涉及包含本发明所述铜（I）配合物的立方体样共轭物。公式（A），每个L独立且来自公式（A1）的可选取代二芳基膦残基：PHAr2（A1）。