4-methyl-6-tert-butyl-2-(benzo[d]xazol-2-yl)phenol | 1349186-48-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methyl-6-tert-butyl-2-(benzo[d]xazol-2-yl)phenol
• 英文别名: 2-(1,3-Benzoxazol-2-yl)-6-tert-butyl-4-methylphenol
• CAS: 1349186-48-6
• 化学式: C₁₈H₁₉NO₂
• 分子量: 281.354
• InChiKey: ZKGOAUNSFAMYAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-6-tert-butyl-2-(benzo[d]xazol-2-yl)phenol 、 氯化锆(IV) 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以60.5%的产率得到
  参考文献：
  名称：

  Titanium and Zirconium Catalysts with [N,O] Ligands: Syntheses, Characterization, and Their Catalytic Properties for Olefin Polymerization

  摘要：

  A series of titanium and zirconium complexes L2MCl2 bearing salicylbenzoxazole ligands 2-(5-R-benzoxazol-2-yl)-6-R-1-4-R-2-phenol (L) (2a, M = Ti, R-1 = R-2 K = Bu-t, R = H; 2j, M = Ti, R-1 = cumyl, R-2 = Bu-t, R = H; 2k, M = Ti, R-1 = Ad, R-2 = Bu-t, R = H; 3a, M = Zr, R-1 = R-2 = R = H; 3b, M = Zr, R-1 = R-2 = Bu-t, R = CH3; 3c, M = Zr, = R-2 = Bu-t, R = Bu-t; 3d, M = Zr, = R-2 = Bu-t, R = Cl; 3e, M = Zr, = R-2 = Bu-t, R = NO2; 3f, M = Zr, R-1 = H, R-2 = H, R = H; 3g, M = Zr, R-1 = CH3, R-2 = H, R = H; 3h, M = Zr, R-1 = Bu-t, R-2 = H, R = H; 3i, M = Zr, R-1 = Bu-t, R-2 = CH3, R = H; 3j, M = Zr, R-1 = cumyl, R-2 = Bu-t, R = H; 3k, M = Zr, = Ad, R-2 = Bu-t, R = H) were synthesized. All the ligands and the metal complexes were fully characterized by H-1 and C-13 NMR spectra and elemental analyses. The molecular structures of 3b,d,i,j were determined by single-crystal X-ray diffraction methods. Upon activation with methylaluminoxane (MAO), the zirconium complexes 3a e,h k bearing a bulky substitute on the ortho position of the phenol ring show high activities for ethylene polymerization and produced high-molecular-weight polyethylenes. For the titanium complexes, only trace polymers were obtained on activatation with MAO. The oligomerization of 1-hexene was also conducted by the zirconium complexes 3a k, but only low molecular weights and stereoirregular oligomers were obtained.

  DOI：

  10.1021/om3007568
• 作为产物：
  描述：

  3-叔丁基-2-羟基-5-甲基苯甲醛 、 2-氨基苯酚 在 溶剂黄146 、 碘苯二乙酸 作用下， 以 甲醇 为溶剂， 反应 11.0h， 以41.2%的产率得到4-methyl-6-tert-butyl-2-(benzo[d]xazol-2-yl)phenol
  参考文献：
  名称：

  Titanium and Zirconium Catalysts with [N,O] Ligands: Syntheses, Characterization, and Their Catalytic Properties for Olefin Polymerization

  摘要：

  A series of titanium and zirconium complexes L2MCl2 bearing salicylbenzoxazole ligands 2-(5-R-benzoxazol-2-yl)-6-R-1-4-R-2-phenol (L) (2a, M = Ti, R-1 = R-2 K = Bu-t, R = H; 2j, M = Ti, R-1 = cumyl, R-2 = Bu-t, R = H; 2k, M = Ti, R-1 = Ad, R-2 = Bu-t, R = H; 3a, M = Zr, R-1 = R-2 = R = H; 3b, M = Zr, R-1 = R-2 = Bu-t, R = CH3; 3c, M = Zr, = R-2 = Bu-t, R = Bu-t; 3d, M = Zr, = R-2 = Bu-t, R = Cl; 3e, M = Zr, = R-2 = Bu-t, R = NO2; 3f, M = Zr, R-1 = H, R-2 = H, R = H; 3g, M = Zr, R-1 = CH3, R-2 = H, R = H; 3h, M = Zr, R-1 = Bu-t, R-2 = H, R = H; 3i, M = Zr, R-1 = Bu-t, R-2 = CH3, R = H; 3j, M = Zr, R-1 = cumyl, R-2 = Bu-t, R = H; 3k, M = Zr, = Ad, R-2 = Bu-t, R = H) were synthesized. All the ligands and the metal complexes were fully characterized by H-1 and C-13 NMR spectra and elemental analyses. The molecular structures of 3b,d,i,j were determined by single-crystal X-ray diffraction methods. Upon activation with methylaluminoxane (MAO), the zirconium complexes 3a e,h k bearing a bulky substitute on the ortho position of the phenol ring show high activities for ethylene polymerization and produced high-molecular-weight polyethylenes. For the titanium complexes, only trace polymers were obtained on activatation with MAO. The oligomerization of 1-hexene was also conducted by the zirconium complexes 3a k, but only low molecular weights and stereoirregular oligomers were obtained.

  DOI：

  10.1021/om3007568

文献信息

• Syntheses, reactions, and ethylene polymerization of half-sandwich titanium complexes containing salicylbenzoxazole and salicylbenzothiazole ligands
  作者：Xiao-Chao Shi、Guo-Xin Jin

  DOI：10.1039/c1dt10851d

  日期：——

  methylaluminoxane (MAO) these half-sandwich titanium complexes showed moderate to high activities for ethylene polymerization and produced high molecular weight polyethylenes. The half-sandwich titanium salicylbenzoxazole complexes (2a–2c) exhibited higher activities, of up to 1.23 × 106 g PE mol Ti−1 h−1 for the 2b/MAO system, than those of their analogues, half-sandwich titanium salicylbenzothiazole complexes

  半三明治水杨基苯并恶唑钛配合物CpTiLCl 2 2a –2c [L = R-2-（苯并[ d ] xazol-2-基）苯酚（R = H（2a），R = 6-CH 3（2b），R = 4-CH 3 -6- t Bu（2c）]和水杨基苯并噻唑配合物CpTiLCl 2 2d –2g [L =R-2-（苯并[ d ]噻唑-2-基）苯酚（R = H（2d），R = 6-CH 3（2e），R = 6- t Bu（2f），R = 4-Cl（2g）]是通过CpTiCl 3与NaCl的钠盐反应合成的配合物2a–2g通过1 H和13 C NMR光谱及元素分析充分表征，分子2a和2b的分子结构用单晶X射线衍射法测定。当被过量的甲基铝氧烷（MAO）活化时，这些半夹心钛配合物对乙烯聚合反应显示出中等到高的活性，并产生了高分子量的聚乙烯。半三明治水杨基苯并恶唑钛复合物（2a–2c）的活性比其类似物半三明治水杨基苯并噻唑钛的更高，对于2b