1-phenyl-3-ferrocenyl-1-diazopropane | 881636-81-3

• 英文名称: 1-phenyl-3-ferrocenyl-1-diazopropane
• CAS: 881636-81-3
• 化学式: C₁₉H₁₈FeN₂
• 分子量: 330.212
• InChiKey: YBQADXQRZVEXSY-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：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  二氯甲烷 、 tetracarbonyl[2-[(η(6)-phenyl)tricarbonylchromiumκ(C2')]-3-methylpyridineκ(N)]manganese(I) 、 1-phenyl-3-ferrocenyl-1-diazopropane 以 正庚烷 、 甲苯 为溶剂， 生成 tricarbonyl[2-[tricarbonyl[1',2',3',4',5',6':η-2'-[(endo-7'-tert-butyl)(exo-7'-phenyl)methylene-κ-C7']phenyl]chromium]pyridine-κN]manganese(I) 、 tricarbonyl[2-[tricarbonyl[1',2',3',4',5',6':η-2'-[(exo-7'-tert-butyl)(endo-7'-phenyl)methylene-κ-C7']phenyl]chromium]pyridine-κN]manganese(I) methylene dichloride hemisolvate
  参考文献：
  名称：

  Synthesis of syn-facial (Cr,Mn) benzyl complexes by the stereoselective thermolytic coupling of unsymmetric diazomethanes with cyclomanganated (η6-arene)tricarbonylchromium complexes

  摘要：

  The heat-promoted reaction of 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene with cyclomanganated 2-[tricarbonyl(eta(6)-phenyl)chromium]pyridine afforded, upon departure of a molecule of CO, a new stable manganese alkylidene complex in which, according to X-ray diffraction analyses, the heterocyclic ligand is anti-facial with respect to the Cr(CO)(3) moiety. Similar heat-promoted reactions of unsymmetrically substituted diazoalkanes such as (Me3Si)(H)CN2, (Ph)(Me)CN2, (Ph)(t-Bu)CN2 and (Ph)(FcCH(2)CH(2))CN2, which are precursors of more electrophilic alkylidenes, with cyclomanganated 2-[tricarbonyl(eta(6)-phenyl)chromium]pyridine derivatives afforded new syn-facial heterobimetallic benzyl complexes. The stereoselectivity of these reactions depends on the steric demand of the substituents at the diazoalkane. A phenyl substituent at the diazoalkane favors the formation of syn-facial heterobimetallic benzyl complexes with the Ph group in the endo position. Combining this "phenyl directing effect" to the steric effect operated by a bulky group at the phenyldiazoalkane, like noticed with (Ph)(t-Bu)CN2, led to total stereoselectivity. This study discloses four new X-ray structures of syn-facial Cr,Mn benzyl complexes, which all present the same short Cr-to-Mn distance of ca. 3.04 angstrom. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.10.029
• 作为产物：
  描述：

  1-phenyl-3-ferrocenyl-1-propanone hydrazone 在 MnO₂ 作用下， 以 氯仿 为溶剂， 生成 1-phenyl-3-ferrocenyl-1-diazopropane
  参考文献：
  名称：

  Synthesis of syn-facial (Cr,Mn) benzyl complexes by the stereoselective thermolytic coupling of unsymmetric diazomethanes with cyclomanganated (η6-arene)tricarbonylchromium complexes

  摘要：

  The heat-promoted reaction of 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene with cyclomanganated 2-[tricarbonyl(eta(6)-phenyl)chromium]pyridine afforded, upon departure of a molecule of CO, a new stable manganese alkylidene complex in which, according to X-ray diffraction analyses, the heterocyclic ligand is anti-facial with respect to the Cr(CO)(3) moiety. Similar heat-promoted reactions of unsymmetrically substituted diazoalkanes such as (Me3Si)(H)CN2, (Ph)(Me)CN2, (Ph)(t-Bu)CN2 and (Ph)(FcCH(2)CH(2))CN2, which are precursors of more electrophilic alkylidenes, with cyclomanganated 2-[tricarbonyl(eta(6)-phenyl)chromium]pyridine derivatives afforded new syn-facial heterobimetallic benzyl complexes. The stereoselectivity of these reactions depends on the steric demand of the substituents at the diazoalkane. A phenyl substituent at the diazoalkane favors the formation of syn-facial heterobimetallic benzyl complexes with the Ph group in the endo position. Combining this "phenyl directing effect" to the steric effect operated by a bulky group at the phenyldiazoalkane, like noticed with (Ph)(t-Bu)CN2, led to total stereoselectivity. This study discloses four new X-ray structures of syn-facial Cr,Mn benzyl complexes, which all present the same short Cr-to-Mn distance of ca. 3.04 angstrom. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.10.029