2,2′,4,6′-tetramethyl-1,1′-biphenyl | 22385-44-0

• 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: 2,2′,4,6′-tetramethyl-1,1′-biphenyl
• 英文别名: 2,2',4,6'-tetramethylbiphenyl；2,6,2',4'-tetramethylbiphenyl；2,4,2',6'-Tetramethyl-biphenyl；2,6,2',4'-Tetramethyl-biphenyl；2.2'.4.6'-Tetramethylbiphenyl；1-(2,6-Dimethylphenyl)-2,4-dimethylbenzene
• CAS: 22385-44-0
• 化学式: C₁₆H₁₈
• 分子量: 210.319
• InChiKey: ONKJXWVMSUNGSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2,2′,4,6′-tetramethyl-1,1′-biphenyl 在 硫酸 、 硝酸 作用下， 生成 2,4,2',6'-Tetramethyl-3,5,3',5'-tetranitro-biphenyl
  参考文献：
  名称：

  The Rearrangement of 3,3',5,5'-Tetramethylhydrazobenzene

  摘要：

  DOI：

  10.1021/ja01222a016
• 作为产物：
  描述：

  2,4-二甲基-1-碘苯 在 乙醚 、 lithium 、 sulfur 作用下， 生成 2,2′,4,6′-tetramethyl-1,1′-biphenyl
  参考文献：
  名称：

  The Rearrangement of 3,3',5,5'-Tetramethylhydrazobenzene

  摘要：

  DOI：

  10.1021/ja01222a016

文献信息

• Sterically hindered N-aryl/benzyl substituted piperidoimidazolin-2-ylidene palladium complexes and their catalytic activities
  作者：Elif Gacal、Serpil Denizaltı、Armağan Kınal、Aytaç Gürhan Gökçe、Hayati Türkmen

  DOI：10.1016/j.tet.2018.10.003

  日期：2018.11

  cross coupling. The N-aryl substituted complex 3b was a highly efficient precatalyst and successfully employed in Suzuki-Miyaura cross coupling reactions of (hetero)aryl chlorides with arylboronic acids in air. In addition, the oxidative addition step of the reaction mechanism involving chlorobenzene and the catalysts 3a, 3b, 3c and 3d were computationally investigated by the DFT-ω-B97X-D method and

  制备了一系列的N-芳基（2a，b）或苄基（2c，d）取代的哌啶并咪唑啉盐及其钯配合物（3a - d），并通过1 H，13 C NMR，IR光谱和元素分析进行​​了表征。3a和3c的晶体结构已经通过X射线晶体学确定。热重分析（TGA）用于复合物（3a – d）。钯配合物已被用作铃木-宫浦交叉偶联的催化剂。N-芳基取代的配合物3b是一种高效的预催化剂，已成功用于空气中（杂）芳基氯与芳基硼酸的Suzuki-Miyaura交叉偶联反应。此外，通过DFT-计算方法研究了涉及氯苯与催化剂3a，3b，3c和3d的反应机理的氧化加成步骤。ω-B97X-D法与催化结果完全吻合。为了测量新配体的σ-给体和π-受体性质，还制备了羰基铑配合物。
• Pd-PEPPSI Complexes Bearing Bulky [(1,2-Di-(<i>tert</i>-butyl)acenaphthyl] (DtBu-An) on <i>N</i>-Heterocarbene Backbones: Highly Efficient for Suzuki–Miyaura Cross-Coupling under Aerobic Conditions
  作者：Xiao-Bing Lan、Fu-Min Chen、Bei-Bei Ma、Dong-Sheng Shen、Feng-Shou Liu

  DOI：10.1021/acs.organomet.6b00723

  日期：2016.11.28

  With the goal of achieving highly efficient palladium catalyzed cross-coupling reactions under mild reaction conditions, the Pd-PEPPSI complexes Cl and C2 bearing 1,2-di(tert-butyl)acenaphthyl (DtBu-An) backbones were synthesized and characterized, and their use in Suzuki Miyaura cross-coupling was investigated. The effects of catalyst structure and reaction conditions on the cross-coupling efficiency were evaluated in detail. The significant differences in catalytic activity compared with classical PEPPSI-IPr and PEPPSI-IPrAn precatalysts are discussed, where the axial sterics on the backbone play an important role. At low palladium loadings of 0.05-0.1 mol % and upon the addition of the relatively weak base K3PO4, the palladium complex Cl was found to be highly efficient for the coupling of (hetero)aryl chlorides with arylboronic acids under aerobic conditions, affording the corresponding biaryls in excellent yields.
• Novrocik, Jan; Novrocikova, Marta; Titz, Milos, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 11, p. 3140 - 3149
  作者：Novrocik, Jan、Novrocikova, Marta、Titz, Milos

  DOI：——

  日期：——
• A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp²)-Tosylates and Mesylates
  作者：Brijesh Bhayana、Brett P. Fors、Stephen L. Buchwald

  DOI：10.1021/ol9015892

  日期：2009.9.3

  A catalyst system for the Suzuki-Miyaura cross-coupling reactions of aryl and vinyl tosylates and mesylates has been developed. This catalyst displays excellent functional group tolerance and allows the coupling of heteroarylboronic acids with aryl tosylates and mesylates to be performed in high yields. Moreover, reactions employing alkylboronic acids, as well as heteroaryl, vinyl, and allylic pinacol boronate esters, were conducted with high efficiencies.
• The Dehydration of a Hindered Tertiary Alcohol
  作者：Robert B. Carlin、Dorothy Ann Constantine

  DOI：10.1021/ja01193a012

  日期：1947.1