[(1,1'-biphenyl-4-yl)ethynyl]ferrocene | 950193-42-7

• 英文名称: [(1,1'-biphenyl-4-yl)ethynyl]ferrocene
• 英文别名: 4-ferrocenylacetylenylbiphenyl
• CAS: 950193-42-7
• 化学式: C₂₄H₁₈Fe
• 分子量: 362.254
• InChiKey: QLUPBGFOWKHBCF-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

• 作为反应物：
  描述：

  dicobalt octacarbonyl 、 [(1,1'-biphenyl-4-yl)ethynyl]ferrocene 以 苯 为溶剂， 以61%的产率得到[4-ferrocenylacetylenylbiphenyl][Co2(CO)6]
  参考文献：
  名称：

  Studies on the synthesis, characterization and reactivity of new ferrocenylacetylenylbiphenyl derivatives

  摘要：

  A series of ferrocenylacetylenylbiphenyl derivatives Fc-C C-R [R = C6H4-C6H5 (1), C6H4-C6H4-I (2), C6H4-C6H4-NO2, (3), C6H3(NO2)-C6H4I (4)] and Fc-C C-R'-C C-R" [R" = Fc, R'= C6H4-C6H4 (5), C6H3(NO2)-C6H4 (6); R" = C6H5, R' = C6H4-C6H4 (7)] were synthesized from FcC CH and biphenyl iodides by the Castro-Stephens and Sonogashira coupling reactions, in which compounds 1, 2, 3, 4, 6 and 7 are new. Seven new complexes [Fc-C C-R][Co-2(CO)(6)] [R = C6H4-C6H5 (8), C6H4-C6H4-I (9), C6H4-C6H4-NO2, (10),C6H3(NO2)-C6H4I (11)] and [Fc-C C-R'-C C-R"] [Co-2(CO)(6)](2) [R" Fc, R'= C6H4-C6H4 (12), C6H3(NO2)-C6H4 (13); R" = C6H5, R'= C6H4-C6H4 (14)] were obtained by the reaction of the ligands Fc-C C-R and Fc-C C-R'-C C-R" with Co-2(CO)(8), respectively. Compounds 1-7 and their complexes 8-14 have been characterized by element analysis and spectroscopy, as well as by X-ray diffraction for 1, 4, 8, 9 and 11. The electrochemical data of compounds 1-12 have been obtained by cyclic voltarnmetry. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.02.023
• 作为产物：
  描述：

  (ferrocenylethynyl)copper 、 4-碘联苯 以 吡啶 为溶剂， 以46%的产率得到[(1,1'-biphenyl-4-yl)ethynyl]ferrocene
  参考文献：
  名称：

  Studies on the synthesis, characterization and reactivity of new ferrocenylacetylenylbiphenyl derivatives

  摘要：

  A series of ferrocenylacetylenylbiphenyl derivatives Fc-C C-R [R = C6H4-C6H5 (1), C6H4-C6H4-I (2), C6H4-C6H4-NO2, (3), C6H3(NO2)-C6H4I (4)] and Fc-C C-R'-C C-R" [R" = Fc, R'= C6H4-C6H4 (5), C6H3(NO2)-C6H4 (6); R" = C6H5, R' = C6H4-C6H4 (7)] were synthesized from FcC CH and biphenyl iodides by the Castro-Stephens and Sonogashira coupling reactions, in which compounds 1, 2, 3, 4, 6 and 7 are new. Seven new complexes [Fc-C C-R][Co-2(CO)(6)] [R = C6H4-C6H5 (8), C6H4-C6H4-I (9), C6H4-C6H4-NO2, (10),C6H3(NO2)-C6H4I (11)] and [Fc-C C-R'-C C-R"] [Co-2(CO)(6)](2) [R" Fc, R'= C6H4-C6H4 (12), C6H3(NO2)-C6H4 (13); R" = C6H5, R'= C6H4-C6H4 (14)] were obtained by the reaction of the ligands Fc-C C-R and Fc-C C-R'-C C-R" with Co-2(CO)(8), respectively. Compounds 1-7 and their complexes 8-14 have been characterized by element analysis and spectroscopy, as well as by X-ray diffraction for 1, 4, 8, 9 and 11. The electrochemical data of compounds 1-12 have been obtained by cyclic voltarnmetry. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.02.023

文献信息

• Mo‐Catalyzed Cross‐Metathesis Reaction of Propynylferrocene
  作者：Tomáš Bobula、Jason Hudlický、Petr Novák、Róbert Gyepes、Ivana Císařová、Petr Štěpnička、Martin Kotora

  DOI：10.1002/ejic.200800128

  日期：2008.9

  AbstractCatalysts formed in situ from [Mo(CO)6] and halophenols in dichloromethane efficiently promote cross metathesis reactions of (prop‐1‐yn‐1‐yl)ferrocene with various functionalized alkynes to give the corresponding alkynylferrocenes with good selectivity and yields. Optimization of the reaction conditions by changing the phenol component has been carried out, revealing a critical influence of the phenol structure on the reaction yield. The structures of selected compounds were determined by single‐crystal X‐ray diffraction, and the results (particularly the crystal packing) were correlated with DFT calculations. In addition, the series of alkynes 4‐XC6H4C≡CFc (Fc = ferrocenyl) differing by the substituent X was studied by electrochemical methods, manifesting a good correlation between the redox potential of the ferrocene/ferrocenium couple and the Hammett σp constants of the remote substituents X. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)