4'-chlorobenzyl-ferrocenylcarboxaldimine | 913170-97-5

• 英文名称: 4'-chlorobenzyl-ferrocenylcarboxaldimine
• CAS: 913170-97-5
• 化学式: C₁₈H₁₆ClFeN
• 分子量: 337.632
• InChiKey: GZXGVNFNMFBDLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
  None
• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  4'-chlorobenzyl-ferrocenylcarboxaldimine 、 lithium aluminium tetrahydride 以 四氢呋喃 为溶剂， 以80%的产率得到[(η5-cyclopentadienyl)Fe(η5-C5H4CH2NHCH2C6H4Cl-4)]
  参考文献：
  名称：

  Activation of the CH bond in [(η5-C5H5)Fe(η5-C5H4CH2N(CH3)CH2C6H4R-4)] induced by platinum (II): Crystal structure of σ-Pt[(η5-C5H5)Fe(η5-C5H3CH2N(CH3)CH2C6H4OCH3-4)]Cl(DMSO)

  摘要：

  Condensations of ferrocenylcarboxaldehyde (1) and p-methyl (2b) or p-chlorobenzylamines (2d) in methanol resulted in ferrocenylaldimines 3b, d which were reduced by lithium aluminum hydride to give 4b, d, respectively. Reductive methylations of 4b, d with aqueous formaldehyde, sodium cyanoborohydride and acetic acid afforded the tertiary ferrocenylamines 5b, d. Treatment of 5a-e [(eta(5)-C5H5)Fe(eta(5)-C5H4CH2N(CH3)CH2C6H4R-4)] (R = CH3O(a), CH3(b), H(c), Cl(d), NO2(e)) with cis-[Pt(DMSO)(2)Cl-2] in methanol produced predominately cycloplatinated complexes 6a-e sigma-Pt[(eta(5)-C5H5)Fe(eta(5)-C5H3CH2N(CH3)CH2C6H4-R-4)]Cl(DMSO) (R = same as before) in which the configurations consisted of RNRP and SNSP, In addition, the preferred activation of the C-H bond in the cyclopentadienyl ring rather than that in the phenyl ring was also observed. All compounds 3b-5b, 3d-5d, 6a-e were characterized by elemental analysis, IR and H-1 NMR. The structure of 6a was determined by X-ray single crystal diffraction. The possible mechanism for the formation of 6 was discussed. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2006.02.017
• 作为产物：
  描述：

  二茂铁甲醛 、 对氯苄胺 以 乙醇 为溶剂， 反应 6.0h， 以80%的产率得到4'-chlorobenzyl-ferrocenylcarboxaldimine
  参考文献：
  名称：

  晶体中含二茂铁的假轮烷：芳香族相互作用与 Hammett 相关性

  摘要：

  假轮烷单晶，[(FcCH2NH2CH2Ar)(DB24C8)][PF6] (DB24C8 = dibenzo[24]crown-8, Fc = Fe(C5H4)(C5H5), Ar = -C6H3-3,4-Cl2, -C6H3 -3,4-F2、-C6H4-4-F、-C6H4-4-Cl、-C6H4-4-Br、-C6H3-3-F-4-Me、-C6H4-4-I) 和 [(FcCH2NH2CH2C6H4 -4-Me)(DB24C8)][Ni(dmit)2] (dmit = 1,3-dithiole-2,4,5-dithiolate)，从含有 DB24C8 和二茂铁甲基(芳基甲基)铵的溶液中获得。伪轮烷的 X 射线晶体学分析表明，轴部分的芳基环和大环组分的邻苯二酚环处于接近的质心距离和平行或倾斜的方向。具有平行芳环的结构显示质心之间的距离与芳基的 Hammett 取代基常数的相关性。

  DOI：

  10.3390/molecules27051745