1,1-diphenyl-2-m-tolylethene | 83248-37-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,1-diphenyl-2-m-tolylethene
• 英文别名: 1,1-diphenyl-2-(3-methylphenyl)ethene；(2-(3-methylphenyl)ethene-1,1-diyl)dibenzene；1,1-diphenyl-2-(3-methylphenyl)ethylene；1-(2,2-Diphenylethenyl)-3-methylbenzene
• CAS: 83248-37-7
• 化学式: C₂₁H₁₈
• 分子量: 270.374
• InChiKey: UVQFLVMPFQGFRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1-diphenyl-2-m-tolylethene 在 2,6-二叔丁基-4-甲基吡啶 、 溴 、 silver trifluoromethanesulfonate 作用下， 以 四氯化碳 为溶剂， 反应 30.0h， 生成 1-methoxy-4-[1-(3-methylphenyl)-2,2-diphenylethenyl]benzene
  参考文献：
  名称：

  Vinylic cations from solvolysis. Part 36. Vinylation of aromatic substrates with solvolytically generated trisubstituted vinyl cations

  摘要：

  DOI：

  10.1021/jo00146a033
• 作为产物：
  描述：

  3-甲基苯基乙酸乙酯 在 磷酸 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 1,1-diphenyl-2-m-tolylethene
  参考文献：
  名称：

  Vinylic cations from solvolysis. Part 36. Vinylation of aromatic substrates with solvolytically generated trisubstituted vinyl cations

  摘要：

  DOI：

  10.1021/jo00146a033

文献信息

• Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
  作者：Yun Luo、Zhicheng Fu、Xingyang Fu、Changle Du、Jiaxi Xu

  DOI：10.1039/d0ob02011g

  日期：——

  diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones

  重氮（芳基）甲基（二芳基）氧化膦与醛和酮的反应生成苯并-δ-膦内酯，收率从低到高，1,1-二芳基烷-1-烯在微波照射下作为副产物。重氮（芳基）甲基（二芳基）氧化膦首先经历 Wolff 重排以形成二芳基（芳基）膦，其进一步与醛和酮反应生成苯并-δ-膦内酯和 β-膦内酯。后者在加热下不稳定并在反应条件下分裂成相应的1,1-二芳基烷-1-烯和芳基二氧化膦。芳基二氧化膦在后处理过程中变成芳基膦酸。环化中的选择性表明二芳基（芳基）膦与大多数醛和酮的反应有利于膦苯基参与（4 + 2）环化而不是（2 + 2）环化。
• Direct Arylation of Alkenes with Aryl Iodides/Bromides through an Organocatalytic Radical Process
  作者：Chang-Liang Sun、Yi-Fan Gu、Bin Wang、Zhang-Jie Shi

  DOI：10.1002/chem.201101562

  日期：2011.9.19

  A radical addition: A KOtBu‐complex‐promoted radical arylation of polysubstituted alkenes with aryl iodides/bromides proceeds in high efficiency (see scheme). Benzofuran derivatives are also produced starting from readily available allyl 2‐iodophenyl ethers.

  自由基添加：多取代烯烃与芳基碘化物/溴化物的KO t Bu络合物促进的自由基芳基化反应高效进行（参见方案）。苯并呋喃衍生物也是从容易获得的烯丙基2-碘苯基醚开始生产的。
• Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
  作者：Eswararao Doni、Shengze Zhou、John Murphy

  DOI：10.3390/molecules20021755

  日期：——

  The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines can lead to either 1,1,2-triarylethenes or 1,1,2-triarylethanes, depending on the conditions used.

  已成功实现卤代芳烃与苯乙烯和1,1-二芳基乙烯的耦合，反应条件为存在N,N'-二烷基二酮哌嗪的氢氧化钾叔丁基。与之前使用苯并喹啉介导反应的报道不同，使用二酮哌嗪可以根据所用条件生成1,1,2-三芳基乙烯或1,1,2-三芳基乙烷。
• Structural Optimization of Enantiopure 2-Cyclialkylamino-2-aryl-1,1-diphenylethanols as Catalytic Ligands for Enantioselective Additions to Aldehydes
  作者：Sergi Rodríguez-Escrich、Katamreddy Subba Reddy、Ciril Jimeno、Gisela Colet、Carles Rodríguez-Escrich、Lluís Solà、Anton Vidal-Ferran、Miquel A. Pericàs

  DOI：10.1021/jo800615d

  日期：2008.7.1

  The structural optimization of a family of modular, enantiopure beta-amino alcohol ligands with a common 2-amino-2-aryl-1,1-diphenylethanol skeleton, whose stereogenicity was introduced through the Jacobsen epoxidation of 1,1-diphenyl-2-arylethylenes, has led to the identification of a small set of optimal catalysts with enhanced activity and enantioselectivity in the addition of alkylzinc and arylzinc reagents to aldehydes. Criteria for the discrimination between apparently analogous, highly enantioselective ligands are proposed.
• KITAMURA, TSUGIO;KOBAYASHI, SHINJIRO;TANIGUCHI, HIROSHI;RAPPOPORT, Z., J. ORG. CHEM., 1982, 47, N 25, 5003-5009
  作者：KITAMURA, TSUGIO、KOBAYASHI, SHINJIRO、TANIGUCHI, HIROSHI、RAPPOPORT, Z.

  DOI：——

  日期：——