4-(tert-butyl)phenyl cyclohexanecarboxylate | 18731-63-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-(tert-butyl)phenyl cyclohexanecarboxylate
• 英文别名: Cyclohexancarbonsaeure-(4-tert-butyl-phenylester)；p-t-Butylphenyl cyclohexanecarboxylate；(4-tert-butylphenyl) cyclohexanecarboxylate
• CAS: 18731-63-0
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: FMLYPTQYZFBBLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环己甲酰氯 在 五甲基二乙烯三胺 、 sodium iodide 、 copper(l) chloride 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 70.0 ℃ 、500.01 kPa 条件下， 反应 16.0h， 生成 4-(tert-butyl)phenyl cyclohexanecarboxylate
  参考文献：
  名称：

  烷基碘与醇和氢氧化钠的铜催化羰基交叉偶联：酯和羧酸的合成

  摘要：

  据报道，一种通用且廉价的催化系统用于烷基碘和醇或氢氧化钠之间的铜催化羰基化偶联。在温和的一氧化碳压力 (5 bar) 下，与催化量的氯化亚铜 (I) 和N , N , N ', N '', N ''-五甲基二亚乙基三胺反应，很容易生成一系列仲和叔烷基碘在没有竞争直接亲核取代的情况下转化为相应的酯和羧酸。该程序的主要优点包括其广泛的适用性、使用特别便宜且可用的催化系统以及用户友好性。

  DOI：

  10.1055/a-2042-3417

文献信息

• Photoinduced Specific Acylation of Phenolic Hydroxy Groups with Aldehydes
  作者：Tairin Kawasaki、Naoki Ishida、Masahiro Murakami

  DOI：10.1002/anie.202008897

  日期：2020.10.5

  specifically acylate phenolic hydroxyl groups through a radical pathway. When a mixture of an aldehyde and a phenol in ethyl acetate is irradiated with blue light in the presence of iridium and nickel bromide catalysts at ambient temperature, phenoxyl and acyl radicals are transiently generated in situ and cross‐couple to furnish an ester. Aliphatic hydroxy groups remain untouched under the reaction conditions

  据报道，一种方便的方法是通过自由基途径特异性地酰化酚羟基。当在室温下在铱和溴化镍催化剂的存在下，用蓝光照射醛和苯酚在乙酸乙酯中的混合物时，会在原位瞬间生成苯氧基和酰基自由基，并进行交叉偶合以提供酯。在反应条件下，脂肪族羟基保持不变。
• Shining Visible Light on Reductive Elimination: Acridine–Pd-Catalyzed Cross-Coupling of Aryl Halides with Carboxylic Acids
  作者：Naoyuki Toriumi、Tomonori Inoue、Nobuharu Iwasawa

  DOI：10.1021/jacs.2c09318

  日期：2022.10.26

  Experimental mechanistic studies have proved that the reductive elimination of aryl esters is induced by photoirradiation of phosphinoacridine-ligated arylpalladium(II) carboxylate complexes. The theoretical calculation suggests that the reductive elimination in the excited state is promoted by decreasing the electron density of the Pd center through photoinduced intramolecular electron transfer, i.e., MLCT

  尽管最近在有机合成中过渡金属/光氧化还原双重催化取得了巨大进展，但在可见光照射下可以更有效地利用光能的单一过渡金属催化仍然不发达。在此，我们报告了用于可见光诱导的过渡金属催化的光敏膦吖啶双齿配体的设计，期望电子接受吖啶部分将产生高反应性缺电子金属中心，通过金属对配体电荷进行还原消除转移（MLCT）。使用这些配体，我们实现了钯催化的芳基卤化物与羧酸在可见光照射下的交叉偶联反应。膦基吖啶配体的电子调谐不仅能够在蓝光照射下使用各种芳基卤化物作为偶联配偶体，包括反应性较低的芳基氯，而且还实现了低能量绿光和红光的交叉使用耦合。实验机理研究证明，芳基酯的还原消除是由膦基吖啶-连接的芳基钯 (II) 羧酸盐配合物的光照射诱导的。理论计算表明，由于缺电子吖啶支架，在过渡态下，通过光诱导分子内电子转移（即 MLCT）降低 Pd 中心的电子密度，促进了激发态的还原消除。
• Phosphine-catalyzed photo-induced alkoxycarbonylation of alkyl iodides with phenols and 1,4-dioxane through charge-transfer complex
  作者：Xing-Wei Gu、Youcan Zhang、Fengqian Zhao、Han-Jun Ai、Xiao-Feng Wu

  DOI：10.1016/s1872-2067(23)64398-0

  日期：2023.5

  alkoxycarbonylation of alkyl iodides with phenols and ethers. Based on the electron donor-acceptor photoactivation strategy, the reaction can be realized at atmospheric pressure of CO under transition metal-free conditions. This promising approach demonstrates high functional group tolerance and excellent chemoselectivity. Additionally, five-component perfluoroalkylative carbonylation for the synthesis of β-perfluoroalkyl

  电荷转移络合物和光照射的结合为可持续化学的要求提供了一个有前途的解决方案。在此，我们开发了膦催化的可见光诱导的烷基碘与酚类和醚类的烷氧基羰基化反应。基于电子供体-受体光活化策略，该反应可以在无过渡金属的条件下在常压 CO 下实现。这种有前途的方法展示了高官能团耐受性和出色的化学选择性。此外，还可以实现由未活化的烯烃和全氟烷基碘化物合成β-全氟烷基酰氧基酯的五组分全氟烷基化羰基化反应。此外，由于克级反应的优异性能和13CO结果，它为大规模生产和其他应用提供了潜在的机会。
• Solid catalyst component for use in olefin polymerisation, catalyst, and application thereof
  申请人：BEIJING LIHE TECHNOLOGY LTD

  公开号：US11136421B2

  公开（公告）日：2021-10-05

  Provided in the present invention is a solid catalyst component for use in olefin polymerisation, comprising Mg, Ti, a halogen, and at least one electron donor, the electron donor being a 2-substituted amino-phenyl ester compound selected from general formula (I). Also disclosed in the present invention are a catalyst comprising the solid catalyst component, and an application for the catalyst in olefin polymerisation, particularly in propylene polymerization. Also provided in the present invention is a high activity catalyst, said catalyst being able to obtain polypropylene of high isotacticity and wide molecular weight distribution, and not requiring an external electron donor to obtain high isotacticity polypropylene; during polymerization, Al/Ti and Al/Si are reduced, the polymerization time is lengthened, and high activity can still be maintained, suitable for producing low-ash polymers.

  本发明提供了一种用于烯烃聚合的固体催化剂组分，包括 Mg、Ti、卤素和至少一种电子供体，电子供体为选自通式 (I) 的 2-取代氨基苯基酯化合物。本发明还公开了一种包含固体催化剂组分的催化剂，以及该催化剂在烯烃聚合，特别是丙烯聚合中的应用。本发明还提供了一种高活性催化剂，所述催化剂能够获得高同素异形度和宽分子量分布的聚丙烯，并且不需要外部电子供体即可获得高同素异形度聚丙烯；在聚合过程中，Al/Ti 和 Al/Si 降低，聚合时间延长，仍可保持高活性，适用于生产低灰分聚合物。
• SOLID CATALYST COMPONENT FOR USE IN OLEFIN POLYMERISATION, CATALYST, AND APPLICATION THEREOF
  申请人：BEIJING LIHE TECHNOLOGY LTD

  公开号：US20200071430A1

  公开（公告）日：2020-03-05

  Provided in the present invention is a solid catalyst component for use in olefin polymerisation, comprising Mg, Ti, a halogen, and at least one electron donor, the electron donor being a 2-substituted amino-phenyl ester compound selected from general formula (I). Also disclosed in the present invention are a catalyst comprising the solid catalyst component, and an application for the catalyst in olefin polymerisation, particularly in propylene polymerization. Also provided in the present invention is a high activity catalyst, said catalyst being able to obtain polypropylene of high isotacticity and wide molecular weight distribution, and not requiring an external electron donor to obtain high isotacticity polypropylene; during polymerization, Al/Ti and Al/Si are reduced, the polymerization time is lengthened, and high activity can still be maintained, suitable for producing low-ash polymers.