2,6-bis(4-tertbutylphenyl)phenyl lithium | 349551-30-0

• 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: 2,6-bis(4-tertbutylphenyl)phenyl lithium
• 英文别名: 2,6-di(4-tert-butylphenyl)phenyl lithium；2,6-(4-t-BuC6H4)2C6H3Li
• CAS: 349551-30-0
• 化学式: C₂₆H₂₉*Li
• 分子量: 348.457
• InChiKey: BDGSNTYZNOVZQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.03
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  氯化镓 、 2,6-bis(4-tertbutylphenyl)phenyl lithium 以 正己烷 为溶剂， 以57%的产率得到GaCl(2,6-di(4-tert-butylphenyl)phenyl)2
  参考文献：
  名称：

  间三联苯铝和 - 镓化合物：合成并转化为低配位有机镓阳离子

  摘要：

  两个或三个当量的反应。间三联苯锂与 MCl 3 或 AlH 3 ·NMe 3 (M = Al, Ga) 生成双(三联苯)-铝和氯化镓化合物 [{2,6-(4-tBuC 6 H 4 ) 2 C 6 H 3 } 2 GaCl] (1), [{2,6-(3,5-Me 2 C 6 H 3 ) 2 C 6 H 3 } 2 GaCl] (2), [{2,6-(4- tBuC 6 H 4 ) 2 C 6 H 3 } 3 Ga] (3)、[(2,6-Mes 2 C 6 H 3 } 2 AlCl] (5)和[(2,6-Mes 2 C 6 H) 3 ) 2 AlH] (7; Mes = 2,4,6-Me 3 C 6 H 2 ). 虽然可以在室温下获得镓化合物，但铝衍生物需要加热。二丁基化合物 [(2, 6-Mes 2 C 6 H 3 )GaBu 2 ] (8) 和 [(2,6-Dipp 2 C 6 H 3 )GaBu2]

  DOI：

  10.1002/ejic.200601049
• 作为产物：
  描述：

  4,4′′-di-tert-butyl-1,1′:3′,1′′-terphenyl 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 2,6-bis(4-tertbutylphenyl)phenyl lithium
  参考文献：
  名称：

  锂三联苯衍生物的异常结构

  摘要：

  报道了三种新的三联苯配体锂衍生物的合成，光谱学和结构表征。这些是混合锂烷基锂芳基化合物{李（吨-Bu）LIC 6 ħ 3 -2,6-旅行2 }（1，跳闸= C 6 H ^ 2 -2,4,6-我-Pr 3） ，二锂化的{LiC 6 H 3 -2-（C 6 H 3 -2-Me-​​5- t -Bu）-6-（C 6 H 3 -2-CH 2 Li-5- t -Bu）·Et 2 O} 2（2），然后醚化（Et 2 O）LiC 6 H 3 -2,6-（C 6 H 4 -4- t -Bu）2（3）。还给出了2和3的三卤代三苯醚前体的合成。化合物1是由在己烷中用两当量的Li（t- Bu）处理1-IC 6 H 3 -2，6-Trip产生的。它具有由两个锂离子桥接的烷基和芳基（三苯基）基团。锂离子进一步被叔芳基的邻芳基取代基和甲基溶剂化-Bu团体。这种化合物是烷基锂-锂芳基化合物混合的非常罕见的例子。通过用两当量的Li（t

  DOI：

  10.1016/s0022-328x(01)01443-7

文献信息

• A Homoleptic Uranium(III) Tris(aryl) Complex
  作者：Michael A. Boreen、Bernard F. Parker、Trevor D. Lohrey、John Arnold

  DOI：10.1021/jacs.6b11182

  日期：2016.12.14

  The reaction of 3 equiv of Li-C6H3-2,6-(C6H4-4-tBu)2 (Terph-Li) with UI3(1,4-dioxane)1.5 led to the formation of the homoleptic uranium(III) tris(aryl) complex (Terph)3U (1). The U-C bonds are reactive: treatment with excess iPrN═C═NiPr yielded the double-insertion product [TerphC(NiPr)2]2U(Terph) (2). Complexes 1 and 2 were characterized by X-ray crystallography, which showed that the U-C bond length

  3 当量的 Li-C6H3-2,6-(C6H4-4-tBu)2 (Terph-Li) 与 UI3(1,4-二恶烷)1.5 的反应导致形成均质铀 (III) tris(芳基) 络合物 (Terph)3U (1)。UC 键是反应性的：用过量 iPrN=C=NiPr 处理产生双插入产物 [TerphC(NiPr)2]2U(Terph) (2)。配合物 1 和 2 的特征在于 X 射线晶体学，这表明 2 中的 UC 键长（2.624（4）Å）比 1 中的平均 UC 键长（2.522（2）Å）长约 0.1 Å。1 的热分解产生 Terph-H 作为唯一可识别的产物；该过程是单分子的，活化参数 ΔH⧧ = 21.5 ± 0.3 kcal/mol 和 ΔS⧧ = -7.5 ± 0.8 cal·mol-1 K-1，与分子内质子提取一致。还探索了 1 的质子分解化学，这导致了铀 (IV) 醇盐络合物 U(OCPh3)4(DME)
• Unsymmetrical 9-Borafluorenes via Low-Temperature C−H Activation of <i>m</i>-Terphenylboranes
  作者：Rudolf J. Wehmschulte、Armando A. Diaz、Masood A. Khan

  DOI：10.1021/om020611v

  日期：2003.1.1

  The reaction of 2,6-(4-t-BuC6H4)(2)C6H3Li and with H2ClB.SMe2 or HCl2B.SMe2 in hexane solution afforded the m-terphenyl-substituted unsymmetrical 9-borafluorene 1-(4-tertbutylphenyl)-7-tert-butyl-9-(bis-2,6-(4-tert-butylphenyl)phenyl)-9-borafluorene, 1, in good to moderate yields. The related reaction of 2,6-(3,5-Me2C6H3)(2)C6H3Li with BH2Cl.SMe2 or BHCl2.SMe2 in toluene solution gave 1-(3,5-dimethylphenyl)-6,8-dimethyl-9-(bis-2,6-(3,5-dimethylphenyl)phenyl)-9-borafluorene, 3. Compounds 1 and 3 are air-stable fluorescent solids. The reactions of 2,6-(2-MeC6H4)(2)C6H3Li or 2,6-Mes(2)C(6)H(3)Li (which possess either two or no o- and o"-hydrogens) with H2ClB.SMe2 gave the primary boranes [2,6-(2-MeC6H4)(2)C6H3BH2](2), 4, and [2,6-Mes(2)C(6)H(3)BH(2)](2), 5, respectively. Quenching of the reaction of 2,6-(4-tBuC(6)H(4))(2)C6H3Li with H2ClB.SMe2 after 1.5 h with pyridine resulted in the isolation of the primary borane [2,6-(4-t-BuC6H4)(2)C6H3BH2](2), 2, as the pyridine adduct 2.py, which after thermolysis at 190 degreesC gave 1-(4-tert-butylphenyl)-7-tert-butyl-9-borafluorene-pyridine, 7.py. Heating a C6D6 solution of 4 to 60-70 degreesC led to C-H activation and formation of a 1:1 adduct of monomeric 4 and 1-(2-methylphenyl)-5-methyl-9-borafluorene, 12. Reaction of 2 equiv of 2,6-(4-t-BuC6H4)(2)C6H3Li with H2ClB.SMe2 in hexane solution followed by addition of THF gave the very crowded diterphenyl borate [2,6-(4-t-BuC6H4)(2)C6H3](2)B(mu-H)(2)Li(THF)(2)](2), 11, which can be converted to I by simple addition of water. Prolonged exposure of I to concentrated aqueous HCl led to B-C bond cleavage and formation of the sterically very crowded diterphenylborinic acid [2,6-(4-t-BuC6H4)(2)C6H3](2)BOH, 15. All compounds have been characterized by H-1, C-13, and B-11 NMR spectroscopy and mass spectrometry, and compounds 1, 4, and 11 have also been characterized by single-crystal X-ray crystallography.
• 2,6-Di(4-t-butylphenyl)phenyl-group 13 organometallic compounds
  作者：Brandon Quillian、Yuzhong Wang、Pingrong Wei、Adele Handy、Gregory H. Robinson

  DOI：10.1016/j.jorganchem.2006.05.024

  日期：2006.9

  Reaction of MX3 (M = Al, Ga, In; X = Br, Q with RLi (R = 2,6-(4-t-BuC6H4)(2)C6H3) affords RGaCl2 - OEt2, 1, (RAlBr2OEt2)-O-., 2, R2GaCl, 3, and R3In, 4. These sterically demanding compounds have been characterized by elemental analyses, H-1 NMR spectroscopy, and single crystal X-ray diffraction. The geometry about the metal centers in I and 2 is best described as distorted tetrahedral while the coordination about the gallium atom in 3 is distorted trigonal planar. Compound 4, with the indium atom in a trigonal planar environment, is noteworthy as the first example of a tris(m-terphenyl) group 13 metal compound. The propeller arrangement of the three ligands in compound 4 serves to virtually encapsulate the metallic center. (c) 2006 Elsevier B.V. All rights reserved.
• <i>m</i> ‐Terphenylaluminum and ‐gallium Compounds: Synthesis and Conversion into Low‐Coordinate Organogallium Cations
  作者：Jackie D. Young、Masood A. Khan、Douglas R. Powell、Rudolf J. Wehmschulte

  DOI：10.1002/ejic.200601049

  日期：2007.4

  chloride compounds [2,6-(4-tBuC 6 H 4 ) 2 C 6 H 3 } 2 GaCl] (1), [2,6-(3,5-Me 2 C 6 H 3 ) 2 C 6 H 3 } 2 GaCl] (2), [2,6-(4-tBuC 6 H 4 ) 2 C 6 H 3 } 3 Ga] (3), [(2,6-Mes 2 C 6 H 3 } 2 AlCl] (5), and [(2,6-Mes 2 C 6 H 3 ) 2 AlH] (7; Mes = 2,4,6-Me 3 C 6 H 2 ). While the gallium compounds can be obtained at room temperature, heating is required for the aluminum derivatives. The dibutyl compounds [(2,6-Mes

  两个或三个当量的反应。间三联苯锂与 MCl 3 或 AlH 3 ·NMe 3 (M = Al, Ga) 生成双(三联苯)-铝和氯化镓化合物 [2,6-(4-tBuC 6 H 4 ) 2 C 6 H 3 } 2 GaCl] (1), [2,6-(3,5-Me 2 C 6 H 3 ) 2 C 6 H 3 } 2 GaCl] (2), [2,6-(4- tBuC 6 H 4 ) 2 C 6 H 3 } 3 Ga] (3)、[(2,6-Mes 2 C 6 H 3 } 2 AlCl] (5)和[(2,6-Mes 2 C 6 H) 3 ) 2 AlH] (7; Mes = 2,4,6-Me 3 C 6 H 2 ). 虽然可以在室温下获得镓化合物，但铝衍生物需要加热。二丁基化合物 [(2, 6-Mes 2 C 6 H 3 )GaBu 2 ] (8) 和 [(2,6-Dipp 2 C 6 H 3 )GaBu2]
• Unusual structures of lithium terphenyl derivatives
  作者：Ned J Hardman、Brendan Twamley、Matthias Stender、Richard Baldwin、Shirley Hino、Berthold Schiemenz、Susan M Kauzlarich、Philip P Power

  DOI：10.1016/s0022-328x(01)01443-7

  日期：2002.2

  terphenyl halide precursors for 2 and 3 is also given. The compound 1 resulted from the treatment of 1-IC6H3-2,6-Trip with two equivalents of Li(t-Bu) in hexane. It features the alkyl and aryl (terphenyl) groups bridged by two lithium ions. The lithium ions are further solvated by ortho aryl substituents and methyls of the t-Bu groups. This compound is a very rare example of a mixed lithium alkyl–lithium

  报道了三种新的三联苯配体锂衍生物的合成，光谱学和结构表征。这些是混合锂烷基锂芳基化合物李（吨-Bu）LIC 6 ħ 3 -2,6-旅行2 }（1，跳闸= C 6 H ^ 2 -2,4,6-我-Pr 3） ，二锂化的LiC 6 H 3 -2-（C 6 H 3 -2-Me-​​5- t -Bu）-6-（C 6 H 3 -2-CH 2 Li-5- t -Bu）·Et 2 O} 2（2），然后醚化（Et 2 O）LiC 6 H 3 -2,6-（C 6 H 4 -4- t -Bu）2（3）。还给出了2和3的三卤代三苯醚前体的合成。化合物1是由在己烷中用两当量的Li（t- Bu）处理1-IC 6 H 3 -2，6-Trip产生的。它具有由两个锂离子桥接的烷基和芳基（三苯基）基团。锂离子进一步被叔芳基的邻芳基取代基和甲基溶剂化-Bu团体。这种化合物是烷基锂-锂芳基化合物混合的非常罕见的例子。通过用两当量的Li（t