3,3-Dimethyl-1-(6-methylpyridin-2-yl)-2-[(6-methylpyridin-2-yl)methyl]butan-2-ol | 165403-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,3-Dimethyl-1-(6-methylpyridin-2-yl)-2-[(6-methylpyridin-2-yl)methyl]butan-2-ol
• CAS: 165403-92-9
• 化学式: C₁₉H₂₆N₂O
• 分子量: 298.428
• InChiKey: INACMGPYEMPNJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-Dimethyl-1-(6-methylpyridin-2-yl)-2-[(6-methylpyridin-2-yl)methyl]butan-2-ol 、 以 正己烷 为溶剂， 以48%的产率得到Sm[OC(CMe3)(2-CH2NC5H3Me-6)2]3
  参考文献：
  名称：

  Synthesis and Structure of Lanthanide Complexes Derived from the O,N-Chelating, Bis(methylpyridine)-Substituted Alcohol HOC(CMe3)(2-CH2NC5H3Me-6)2

  摘要：

  Hydrolysis of the product formed by reacting 2 equiv of 2-(lithiomethylene)-6-methylpyridine with trimethylacetyl chloride gives the alcohol HOC(CMe(3))(2-CH(2)NC(5)H(3)ME-6)(2), 1 (HOR), in 44% yield. Three equivalents of 1 reacts with Yb[N(SiMe(3))(2)](3) to form Yb(OR)(3), 2a. The analogous 2 equiv reaction generates Yb(OR)(2)[N(SiMe(3))(2)], 3. X-ray diffraction studies were successful on 3 and on 2b, the Sm analog of 2a. Two of the alkoxide ligands in Sm(OR)(3), 2b, are bidentate such that each has an uncomplexed nitrogen donor atom oriented away from the metal. These chelates occupy basal positions in the distorted square pyramidal geometry around the metal center in 2b such that the oxygen donors are trans. The axial position is occupied by the third alkoxide which is monodentate through its oxygen donor atom. This leaves a total of four unattached pyridine functionalities available for further coordination. The ligand arrangement in 3 is very similiar to that in 2b except that the monodentate alkoxide in 2b is replaced by a N(SiMe(3))(2) group. A ligand fragmentation product, (R'O)(2)Sm(mu-OR)(2)Na, 4, containing the chelating bidentate pyridine enolate ligand [OC(CMe(3))(=2-CHNC(5)H(3)Me-6)] (OR'), formed by loss of a 2,6-dimethylpyridine group from OR, was also isolated in the course of these studies. Each OR ligand in 4 has its oxygen atom bridging Sm and Na, one pyridine nitrogen coordinated to Na, and one pyridine nitrogen which is not connected to any metal. The samarium center in 4 has a distorted octahedral geometry generated by two chelating R'O groups and the two bridging oxygens from the OR groups. The nitrogen donor atoms of the R'O groups have a cis orientation and are trans to the bridging ligands. The sodium atom has a distorted tetrahedral geometry. 2b crystallizes from toluene in space group P2(1) with a = 11.5464(7) Angstrom, b = 10.7865(5) Angstrom, c = 22.5041(9) Angstrom, beta = 98.930(4)degrees, V = 2768.8(2) Angstrom(3), and Z = 2. Least squares refinement of the model based on 5804 reflections (\F-0\ > 4.0 sigma(\F-0\)) converged to a final R(F) = 2.7%. 3 crystallizes from hexane in space group P (1) over bar with a = 11.109(2) Angstrom, b = 15.135(3) Angstrom, c = 16.197(3) Angstrom, alpha = 96.482(12)degrees, beta = 106.952(10)degrees, gamma = 110.838(10)degrees, V = 2362.0(8) Angstrom(3), and Z = 2. Least squares refinement of the model based on 5596 reflections (\F-0\ > 3.0 sigma(\F-0\)) converged to a final R(F) = 3.8%. 4 crystallizes from hexane in space group P2(1)/n with a = 15.229(4) Angstrom, b = 24.826(4) Angstrom, c = 15.662(3) Angstrom, beta = 97.70(2)degrees, V = 5868(2) Angstrom(3), and Z = 4. Least squares refinement of the model based on 6124 reflections (\F-0\ > 3.0 sigma(\F-0\)) converged to a final R(F) = 5.5%.

  DOI：

  10.1021/ic00118a004