2,3,4,5-tetramethyl[1,1′-bi(cyclopentane)]-2,4-diene | 1021266-78-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2,3,4,5-tetramethyl[1,1′-bi(cyclopentane)]-2,4-diene
• 英文别名: 5-Cyclopentyl-1,2,3,4-tetramethylcyclopenta-1,3-diene
• CAS: 1021266-78-3
• 化学式: C₁₄H₂₂
• mdl: MFCD06797423
• 分子量: 190.329
• InChiKey: VDDPWXXRQFWTFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  五羰基铁 、 2,3,4,5-tetramethyl[1,1′-bi(cyclopentane)]-2,4-diene 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 12.0h， 以74.5%的产率得到[η⁵-C₅Me₄CH(CH₂)₄Fe(CO)(μ-CO)]₂
  参考文献：
  名称：

  五种基于取代四甲基环戊二烯基配体的双核羰基铁配合物：合成和晶体结构

  摘要：

  用 Fe(CO)5 热处理取代的四甲基环戊二烯 [C5Me4HR] [R = 正丙基 (1)、异丙基 (2)、环戊基 (3)、环己基 (4) 和 4-NMe2Ph (5)]得到五个新的取代四甲基环戊二烯基双核羰基铁配合物，[η5-C5Me4CH2CH2CH3]2Fe2(CO)4(6)，[η5-C5Me4CH(CH3)2]2Fe2(CO)4(7)，[η5-C5Me4CH(CH2)4 ]2Fe2(CO)4 (8)、[η5-C5Me4CH(CH2)5]2Fe2(CO)4 (9) 和 [(η5-C5Me4)(4-NMe2Ph)]2Fe2(CO)4 (10)。新配合物通过元素分析、IR 和 1H NMR 光谱进行了表征。6、8、9和10的分子结构由X射线单晶衍射确定。图形概要

  DOI：

  10.1080/00958972.2013.873533
• 作为产物：
  描述：

  2,3,4,5-四甲基-2-环戊烯酮 、 环戊基溴化镁 以 四氢呋喃 为溶剂， 反应 24.0h， 以57%的产率得到2,3,4,5-tetramethyl[1,1′-bi(cyclopentane)]-2,4-diene
  参考文献：
  名称：

  快速获得衍生化的二聚环取代的二氯（环戊二烯基）铑（III）和铱（III）配合物

  摘要：

  The present work describes the design and synthesis of a series of rhodium and iridium dimers [(eta(5)-ring)MCl](2)(mu(2)-Cl)(2) (where (eta(5)-ring)MCl = (eta(5)-Me4C5R)Rh(III)Cl or (eta(5)-Me4C5R)Ir(III)Cl) using a new and efficient 1 h procedure. Rhodium and iridium dimeric complexes were synthesized via a microwave reaction. The modified HMe4C5R (R = isopropyl, n-butyl, isobutyl, sec-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, phenyl, benzyl, phenethyl, cyclohexyl, and cyclopentyl) type ligands were synthesized by reaction of 2,3,4,S-tetramethylcyclopent-2-en-1-one with the respective Grignard reagent (RMgX), followed by elimination of water under acidic conditions to produce the tetramethyl(alkyl or aryl)cyclopentadienes in moderate to excellent yields (40-98%). Reaction of the HMe4C5R ligands with [M(COD)](mu(2)-Cl)(2) (M = Rh, Ir; COD = 1,S-cyclooctadiene) gave the dimeric complexes [(eta(5)-Me4C5R)MCl](2)(mu(2)-Cl)(2) in yields ranging from 47% to 96%. The derivatized dimers were tested for antimicrobial activity, showing activity against Mycobacterium smegmatis and improved activity with derivatized R groups against Staphylococcus aureus and MRSA 43300. The characterization of these complexes was completed by NMR spectroscopy, single-crystal X-ray diffraction, high-resolution mass spectrometry, and elemental analysis.

  DOI：

  10.1021/acs.organomet.6b00580

文献信息

• Five dinuclear iron carbonyl complexes based on substituted tetramethylcyclopentadienyl ligands: synthesis and crystal structures
  作者：Zhihong Ma、Kaiming Guo、Na Wang、Hong Wang、Zhangang Han、Xuezhong Zheng、Jin Lin

  DOI：10.1080/00958972.2013.873533

  日期：2014.1.2

  ienyl dinuclear iron carbonyl complexes, [η5-C5Me4CH2CH2CH3]2Fe2(CO)4 (6), [η5-C5Me4CH(CH3)2]2Fe2(CO)4 (7), [η5-C5Me4CH(CH2)4]2Fe2(CO)4 (8), [η5-C5Me4CH(CH2)5]2Fe2(CO)4 (9), and [(η5-C5Me4)(4-NMe2Ph)]2Fe2(CO)4 (10). The new complexes were characterized by elemental analysis, IR, and 1H NMR spectra. The molecular structures of 6, 8, 9, and 10 were determined by X-ray single crystal diffraction. Graphical

  用 Fe(CO)5 热处理取代的四甲基环戊二烯 [C5Me4HR] [R = 正丙基 (1)、异丙基 (2)、环戊基 (3)、环己基 (4) 和 4-NMe2Ph (5)]得到五个新的取代四甲基环戊二烯基双核羰基铁配合物，[η5-C5Me4CH2CH2CH3]2Fe2(CO)4(6)，[η5-C5Me4CH(CH3)2]2Fe2(CO)4(7)，[η5-C5Me4CH(CH2)4 ]2Fe2(CO)4 (8)、[η5-C5Me4CH(CH2)5]2Fe2(CO)4 (9) 和 [(η5-C5Me4)(4-NMe2Ph)]2Fe2(CO)4 (10)。新配合物通过元素分析、IR 和 1H NMR 光谱进行了表征。6、8、9和10的分子结构由X射线单晶衍射确定。图形概要
• Rapid Access to Derivatized, Dimeric, Ring-Substituted Dichloro(cyclopentadienyl)rhodium(III) and Iridium(III) Complexes
  作者：Loren C. Brown、Emily Ressegue、Joseph S. Merola

  DOI：10.1021/acs.organomet.6b00580

  日期：2016.12.27

  The present work describes the design and synthesis of a series of rhodium and iridium dimers [(eta(5)-ring)MCl](2)(mu(2)-Cl)(2) (where (eta(5)-ring)MCl = (eta(5)-Me4C5R)Rh(III)Cl or (eta(5)-Me4C5R)Ir(III)Cl) using a new and efficient 1 h procedure. Rhodium and iridium dimeric complexes were synthesized via a microwave reaction. The modified HMe4C5R (R = isopropyl, n-butyl, isobutyl, sec-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, phenyl, benzyl, phenethyl, cyclohexyl, and cyclopentyl) type ligands were synthesized by reaction of 2,3,4,S-tetramethylcyclopent-2-en-1-one with the respective Grignard reagent (RMgX), followed by elimination of water under acidic conditions to produce the tetramethyl(alkyl or aryl)cyclopentadienes in moderate to excellent yields (40-98%). Reaction of the HMe4C5R ligands with [M(COD)](mu(2)-Cl)(2) (M = Rh, Ir; COD = 1,S-cyclooctadiene) gave the dimeric complexes [(eta(5)-Me4C5R)MCl](2)(mu(2)-Cl)(2) in yields ranging from 47% to 96%. The derivatized dimers were tested for antimicrobial activity, showing activity against Mycobacterium smegmatis and improved activity with derivatized R groups against Staphylococcus aureus and MRSA 43300. The characterization of these complexes was completed by NMR spectroscopy, single-crystal X-ray diffraction, high-resolution mass spectrometry, and elemental analysis.