2-(4-(tert-butyl)phenyl)-2-phenylacetic acid

• 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: 2-(4-(tert-butyl)phenyl)-2-phenylacetic acid
• 英文别名: (4-tert-butyl-phenyl)-phenyl-acetic acid；(4-tert-Butyl-phenyl)-phenyl-essigsaeure；2-(4-Tert-butylphenyl)-2-phenylacetic acid
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: NWBAPQLFFFYOFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-(tert-butyl)phenyl)-2-phenylacetic acid 在 silver hexafluoroantimonate 、 dichloro[1,3-di(ethoxycarbonyl)-2,4,5-trimethylcyclopentadienyl]rhodium(III) dimer 、 copper(II) acetate monohydrate 、 potassium carbonate 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 48.0h， 以53%的产率得到3-(1,1-dimethylethyl)-9H-fluoren
  参考文献：
  名称：

  Rhodium- and Iridium-Catalyzed Dehydrogenative Cyclization through Double C–H Bond Cleavages To Produce Fluorene Derivatives

  摘要：

  The rhodium-catalyzed cyclization of a series of 2,2-diarylalkanoic acids in the presence of copper acetate as an oxidant smoothly proceeded through double C-H bond cleavages and subsequent decarboxylation to produce the corresponding fluorene derivatives. The direct cyclization of triarylmethanols also took place efficiently by using an iridium catalyst in place of the rhodium, while the hydroxy function was still intact.

  DOI：

  10.1021/jo4000465
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 2-(4-(tert-butyl)phenyl)-2-phenylacetic acid
  参考文献：
  名称：

  Migration Ratios in the Rearrangement of 2,2-Diarylethanols¹

  摘要：

  DOI：

  10.1021/ja01141a061

文献信息

• 10.1007/s11426-024-2075-6
  作者：Ran, Chuan-Kun、Qu, Quan、Tao, Yang-Yi、Chen, Yi-Fei、Liao, Li-Li、Ye, Jian-Heng、Yu, Da-Gang

  DOI：10.1007/s11426-024-2075-6

  日期：——

  derivatives, remains challenging. In contrast to the well-developed functionalization of one carbon fragment after C–C bond cleavage, herein, we report a novel electro-reductive carboxylation of C (sp3)–C(sp3) bond in multi-aryl ethanes with carbon dioxide (CO2) by utilizing both carbon fragments. Thus, this reaction exhibits an atom-, step-economic approach for the synthesis of carboxylic acids, fulfilling

  尽管最近在特定底物中 C-C 键的选择性功能化方面取得了进展，但无环底物（例如乙烷衍生物）中 C-C 键的裂解和功能化仍然具有挑战性。与 C-C 键断裂后一个碳片段的成熟官能化相反，本文报道了多芳基乙烷中 C (sp 3 )-C(sp 3 ) 键与二氧化碳的新型电还原羧化反应（CO 2 ）通过利用两个碳碎片。因此，该反应展示了一种原子、逐步经济的羧酸合成方法，实现了有机合成的主要愿望。此外，该方法还具有反应条件温和、底物范围广、官能团耐受性好的特点。带有一级、二级或三级 C(sp 3 )–C(sp 3 ) 键的对称和不对称底物都适合这种策略，从而能够同时轻松构建一种或两种结构不同的羧酸。机理研究表明碳负离子可能是该反应的关键中间体，可以被CO 2有效捕获。
• Palladium-Catalyzed α-Arylation of Aryl Acetic Acid Derivatives via Dienolate Intermediates with Aryl Chlorides and Bromides
  作者：Sheng-Chun Sha、Jiadi Zhang、Patrick J. Walsh

  DOI：10.1021/ol503545j

  日期：2015.2.6

  To date, examples of α-arylation of carboxylic acids remain scarce. Using a deprotonative cross-coupling process (DCCP), a method for palladium-catalyzed γ-arylation of aryl acetic acids with aryl halides has been developed. This protocol is applicable to a wide range of aryl bromides and chlorides. A procedure for the palladium-catalyzed α-arylation of styryl acetic acids is also described.
• Rhodium- and Iridium-Catalyzed Dehydrogenative Cyclization through Double C–H Bond Cleavages To Produce Fluorene Derivatives
  作者：Masaki Itoh、Koji Hirano、Tetsuya Satoh、Yu Shibata、Ken Tanaka、Masahiro Miura

  DOI：10.1021/jo4000465

  日期：2013.2.15

  The rhodium-catalyzed cyclization of a series of 2,2-diarylalkanoic acids in the presence of copper acetate as an oxidant smoothly proceeded through double C-H bond cleavages and subsequent decarboxylation to produce the corresponding fluorene derivatives. The direct cyclization of triarylmethanols also took place efficiently by using an iridium catalyst in place of the rhodium, while the hydroxy function was still intact.
• Migration Ratios in the Rearrangement of 2,2-Diarylethanols¹
  作者：John G. Burr、Leon S. Ciereszko

  DOI：10.1021/ja01141a061

  日期：1952.11