| 1431972-94-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1431972-94-9
• 化学式: C₂₁H₂₁NO₅S
• 分子量: 399.467
• InChiKey: CQYXEVKHQNVQGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.72
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Collman's reagent 、 以 乙腈 为溶剂， 反应 0.5h， 生成 Na(2-CH₂-6-(p-methoxybenzyl-O)C₅H₃N)Fe(CO)₄
  参考文献：
  名称：

  新型的含双核铁配合物的[Ac]-甲基吡啶醇配体与[Fe]-加氢酶密切相关

  摘要：

  合成PMB保护的单核铁络合物[2-C（O）CH 2 -6-PMBOC 5 H 3 N] Fe（CO）3 I（6）和[2-C（O）CH 2 -6-PMBOC 5 H 3 N] Fe（CO）2（2-SC 5 H 4 N）（7），新型的含有双核铁配合物[2-C（O）CH 2 -6-HOC 5 H 3 N] Fe的酰基甲基吡啶配体2（CO）4 [2'-C（O）CH 2 -6'-OC 5 H 3 N]（2-SC 5 H 4与[Fe]-加氢酶的活性位点密切相关的N）（9）出人意料地是通过在过量的三氟乙酸的作用下从7中除去PMB保护基而制备的。[Fe]-氢化酶相关的配合物9及其前体配合物6和7已通过元素分析，光谱学和X射线晶体学充分表征。

  DOI：

  10.1021/om400240e
• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  新型的含双核铁配合物的[Ac]-甲基吡啶醇配体与[Fe]-加氢酶密切相关

  摘要：

  合成PMB保护的单核铁络合物[2-C（O）CH 2 -6-PMBOC 5 H 3 N] Fe（CO）3 I（6）和[2-C（O）CH 2 -6-PMBOC 5 H 3 N] Fe（CO）2（2-SC 5 H 4 N）（7），新型的含有双核铁配合物[2-C（O）CH 2 -6-HOC 5 H 3 N] Fe的酰基甲基吡啶配体2（CO）4 [2'-C（O）CH 2 -6'-OC 5 H 3 N]（2-SC 5 H 4与[Fe]-加氢酶的活性位点密切相关的N）（9）出人意料地是通过在过量的三氟乙酸的作用下从7中除去PMB保护基而制备的。[Fe]-氢化酶相关的配合物9及其前体配合物6和7已通过元素分析，光谱学和X射线晶体学充分表征。

  DOI：

  10.1021/om400240e

文献信息

• Several New [Fe]Hydrogenase Model Complexes with a Single Fe Center Ligated to an Acylmethyl(hydroxymethyl)pyridine or Acylmethyl(hydroxy)pyridine Ligand
  作者：Li-Cheng Song、Fu-Qiang Hu、Gao-Yu Zhao、Ji-Wei Zhang、Wei-Wei Zhang

  DOI：10.1021/om5009296

  日期：2014.11.24

  We have developed two novel synthetic methods, by which two types of mononuclear Fe model complexes for the active site of [Fe]hydrogenase are successfully synthesized. The first type of 2-acylmethyl-6-hydroxymethylpyridine-containing complexes, [2-COCH2-6-HOCH2C5H3N]Fe(CO)(2)G (1, G = PhCO2; 2, PhCOS; 3, PhCS2; 4, 2-S-6-MeC5H3N), were prepared by a one-pot method involving reaction of 2-TsO-6-HOCH2C5H3N (Ts = 4-MeC6H4SO2) with Na2Fe(CO)(4) followed by treatment of the resulting Fe(0) intermediate [Na(2-CH2-(6)-HOCH2C5H3N)Fe(CO)(4)] (M1) with (PhCO2)(2), (PhCOS)(2), (PhCS2)(2), and (2-S-6-MeC5H3N)(2) in 4972% yields, respectively. The second type of 2-acylmethyl-6-hydroxypyridine-containing complexes, (2-COCH2-6-HOC5H3N)Fe(CO)(2)(2-SCO-6-RC5H3N) (9a, R = MeO; 9b, R = PhS), could be prepared via a multiple-step synthetic method. This method involves (i) treatment of 2-ClCO-6-RC5H3N (R = MeO, PhS) with NaSH followed by acidification with diluted HCl to give 2-HSCO-6-RC5H3N (5a, R = MeO; 5b, R = PhS); (ii) further treatment of 5a,b with KOH to afford 2-KSCO-6-RC5H3N (6a, R = MeO; 6b, R = PhS); (iii) treatment of 2-TsOCH2-6-PMBOC5H3N (PMB = 4-MeOC6H4CH2) with Na2Fe(CO)4 followed by treatment of the resulting Fe(0) intermediate [Na(2-CH2-6-PMBOC5H3N)Fe(CO)(4)] (M-2) with Br2 or I2 to produce (2-COCH2-6-PMBOC5H3N)Fe(CO)3X (7a, X = Br; 7b, X = I); (iv) further treatment of 7a,b with 6a,b to yield (2-COCH2-6-PMBOC5H3N)Fe(CO)(2)(2-S-6-RC5H3N) (8a, R = MeO; 8b, R = PhS); and (v) finally, removal of the PMB groups from 8a,b under the action of deprotecting reagent CF3CO2H/EtSH to give complexes 9a,b. All compounds 14 and 5a,b9a,b with the exception of 7b are new and have been characterized by elemental analysis, spectroscopy, and, particularly for 1, 4, and 7a9a, X-ray crystallography.