((1,2,8,9-η)-tricyclo[7.5.0.0.(1.7)]tetradeca-1,8-diene)(η(5)-(hydroxymethyl)cyclopentadienyl)cobalt | 184642-95-3

• 英文名称: ((1,2,8,9-η)-tricyclo[7.5.0.0.(1.7)]tetradeca-1,8-diene)(η(5)-(hydroxymethyl)cyclopentadienyl)cobalt
• CAS: 184642-95-3
• 化学式: C₂₀H₂₇CoO
• 分子量: 342.427
• InChiKey: ACLYVHRPRBLWKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 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

• 作为产物：
  描述：

  ((1,2,8,9-η)-tricyclo[7.5.0.0(1.7)]tetradeca-1,8-diene)(η(5)-(methoxycarbonyl)cyclopentadienyl)cobalt 、 lithium aluminium tetrahydride 以 四氢呋喃 为溶剂， 以96%的产率得到((1,2,8,9-η)-tricyclo[7.5.0.0.(1.7)]tetradeca-1,8-diene)(η(5)-(hydroxymethyl)cyclopentadienyl)cobalt
  参考文献：
  名称：

  Comparison between a Diarylferrocenylmethylium Ion and Its Isolobal Cobalt Species:  Similarities and Differences

  摘要：

  Reaction of {(1,2,8,9-eta)-tricyclo[7.5.0.0(1,7)]tetradeca-1,8-diene}-{eta(5)-(methoxycarbonyl)cyclopentadienyl}cobalt (9) with either 2 mol of arylmagnesium bromide or aryllithium and subsequent hydrolysis yields the alcohols (1,2,8,9-eta)tricyclo[7.5.0.0(1,7)]tetrad{eta(5)-(diarylhydroxymethyl)cyclopentadienyl}cobalt (13a-c). The treatment of the yellow colored alcohols 13a-c with HBF4 in ether affords the tetrafluoroborates of the violet colored carbocations 14a-c. Investigations of single crystals of 14b by means of the X-ray technique show a displacement of the C-1-C-exo bond by alpha = 10.8 degrees toward the metal and a pronounced bond alternation in the fulvene moiety. The bending of C-1-C-exo is considerably larger than in the corresponding alcohol 13b (alpha = 2.5 degrees). The interaction between the exo-carbon and the metal in 14b is further substantiated by comparison of the C-13-NMR chemical shift of 14b with 13b (Delta delta = -65 ppm). The comparison of the data obtained for 14b with those of diphenylferrocenylcarbenium ion Ib suggests a stronger bonding between metal and fulvene moiety in 1b as compared to 14b. These results are substantiated by the results of ab initio calculations on 1b and 4a which show a smaller positive charge at the exo-carbon in 4a than in 1b and a stronger bond index between the exo-carbon and the metal in Ib as compared to 4a.

  DOI：

  10.1021/om960694d