tert-butyl 2-methylpenta-2,3-dienoate | 1201651-64-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tert-butyl 2-methylpenta-2,3-dienoate
• CAS: 1201651-64-0
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: APTVWCUBWZWWCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  tert-butyl 2-methylpenta-2,3-dienoate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-methyl-2,3-pentadienoic acid
  参考文献：
  名称：

  Catalyzed Catalysis Using Carbophilic Lewis Acidic Gold and Lewis Basic Palladium: Synthesis of Substituted Butenolides and Isocoumarins

  摘要：

  A new strategy for gold and palladium dual-catalytic reactivity and turnover, called catalyzed catalysis, enhanced the synthetic usefulness of vinylgold intermediates by providing dual-catalytic carbon-carbon cross-coupling as an alternative to protodemetalation. This protocol enabled the synthesis of substituted butenolides and isocoumarins from ally[ esters. Kinetic and spectroscopic experiments support a mechanism in which the Lewis acidic gold complex catalyzes both an initial rearrangement step and a subsequent Lewis basic palladium oxidative-addition step.

  DOI：

  10.1021/ja9068497
• 作为产物：
  描述：

  tert-butyl 2-(triphenylphosphoranylidene)propionate 、 丙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以48%的产率得到tert-butyl 2-methylpenta-2,3-dienoate
  参考文献：
  名称：

  手性异戊烯经烷基山形醛醇缩醛反应

  摘要：

  在本文中，我们描述了催化对映选择性炔烃Mukaiyama醛醇缩合反应的发展。该反应由新设计的手性二磺酰亚胺催化，并以高收率和极佳的区域，非对映和对映选择性提供手性烯丙酸酯。与多种炔基取代的乙烯酮缩醛组合使用，我们的方法可耐受多种醛类。反应产物可以容易地衍生以提供各种高度取代的对映体富集的结构单元。

  DOI：

  10.1002/anie.201603649

文献信息

• Catalytic Cross-Coupling of Vinyl Golds with Diazonium Salts under Photoredox and Thermal Conditions
  作者：Dilip V. Patil、Hokeun Yun、Senghoon Shin

  DOI：10.1002/adsc.201500525

  日期：2015.8.24

  Catalytically generated vinyl gold complexes from tert‐butyl allenoates were found to undergo an efficient cross‐coupling with arenediazonium salts. The gold(I)‐gold(III) redox cycle can be accessed under two different conditions, i.e., visible‐light photoredox as well as a thermally induced radical chain pathway. The current C(sp2)C(sp2) cross‐coupling protocol that is catalytic in gold, would make available

  发现由烯丙基叔丁基酯催化生成的乙烯基金配合物与槟榔二鎓盐可进行有效的交叉偶联。黄金（I）-黄金（III）的氧化还原循环可以在两种不同的条件下进行，即可见光光氧化还原以及热诱导的自由基链途径。目前在金中具有催化作用的C（sp 2）C（sp 2）交叉偶联方案将为传统的交叉偶联化学提供所需的结构多样性。
• Electrochemical Gold‐Catalyzed 1,2‐Difunctionalization of C−C Multiple Bonds**
  作者：Anil Kumar、Khyati Shukla、Salman Ahsan、Amit Paul、Nitin T. Patil

  DOI：10.1002/anie.202308636

  日期：2023.9.11

  The first report on electrochemical AuI/AuIII catalysis for 1,2-difunctionalization of C−C multiple bonds has been presented. This external-oxidant-free approach utilizes the anodic oxidation of vinyl-AuI to vinyl-AuIII complexes to achieve oxy-alkynylation of allenoates to access alkyne-substituted butenolides in an undivided cell.

  第一份关于电化学 Au I /Au III催化 C−C 多重键 1,2-双官能化的报告已经发表。这种无外部氧化剂的方法利用乙烯基-Au I到乙烯基-Au III络合物的阳极氧化来实现联烯酸酯的氧炔化，从而在未分裂的电池中获得炔取代的丁烯内酯。
• Relative Kinetic Basicities of Organogold Compounds
  作者：Katrina E. Roth、Suzanne A. Blum

  DOI：10.1021/om901101f

  日期：2010.4.12

  The relative kinetic basicities of a series of differentially substituted and hybridized neutral organogold compounds were examined through competitive protodeauration experiments and were found to span 2.2 orders of magnitude. The effect of electron-withdrawing and electron-donating substituents on the rate of protodeauration of alkenylgold and arylgold compounds was explored. An acid counterion effect indicated the presence of a gold-mediated substrate preequilibrium before protodemetalation, and hybridization effects and a Hammett correlation with rho(+) = -0.41 indicated the involvement of the C-C pi system in the protodeauration of vinylgold, alkynylgold, and arylgold complexes.
• [EN] A POLYMER COMPOSITION COMPRISING A POLYOLEFIN COMPOSITION AND A AT LEAST ONE SILANOL CONDENSATION CATALYST<br/>[FR] COMPOSITION POLYMÈRE COMPRENANT UNE COMPOSITION DE POLYOLÉFINE ET AU MOINS UN CATALYSEUR DE CONDENSATION DE SILANOL
  申请人：BOREALIS AG

  公开号：WO2015091707A1

  公开（公告）日：2015-06-25

  The present invention relates to a polymer composition comprising (a) a polymer portion, and (b) at least one silanol condensation catalyst, wherein each catalyst is selected from: i) a compound of formula (I): ArSO3H or a precursor thereof, wherein Ar is an 1 to 4 alkyl groups substituted aryl, wherein the aryl is phenyl or naphthyl, and wherein each alkyl group, independently, is a linear or branched alkyl with 10 to 30 carbons, wherein the total number of carbons in the alkyl groups is in the range of 20 to 80 carbons; ii) a derivative of i) selected from the group consisting of an anhydride, an ester, an acetylate, an epoxy blocked ester and an amine salt thereof which is hydrolysable to the corresponding compound of formula (I); and iii) a metal salt of i) wherein the metal ion is selected from the group consisting of copper, aluminum, tin and zinc, wherein the polymer portion comprises (a1) a non-polar polymer component in an amount of 0 to 90% by weight, and (a2) a polar component, in an amount of at least 10% by weight, which polar component contains 3 to 30% by weight of a polar comonomer; an article, for example, a coating, a wire or a cable, comprising the polymer composition, a process for producing an article and use of the polymer composition.