5-hydroxy-2,7-dimethyl-2-(4-methyl-3-pentenyl)-2H-chromene-6-carboxylic acid ethyl ester | 70526-84-0

• 英文名称: 5-hydroxy-2,7-dimethyl-2-(4-methyl-3-pentenyl)-2H-chromene-6-carboxylic acid ethyl ester
• 英文别名: [(η5-cyclopentadienyl)Fe(CO)(PMePh2)]Cl；[CpFe(PPh2Me)2(CO)]Cl
• CAS: 70526-84-0
• 化学式: C₃₂H₃₁FeOP₂*Cl
• 分子量: 584.845
• InChiKey: XWDVIIHJSWWQPD-UHFFFAOYSA-M

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：

  氟硼酸钠 、 5-hydroxy-2,7-dimethyl-2-(4-methyl-3-pentenyl)-2H-chromene-6-carboxylic acid ethyl ester 以 乙醇 为溶剂， 生成 [(η5-cyclopentadienyl)Fe(CO)(PMePh2)]BF4
  参考文献：
  名称：

  Fabian, Benedict D.; Labinger, Jay A., Organometallics, 1983, vol. 2, # 5, p. 659 - 664

  摘要：

  DOI：
• 作为产物：
  描述：

  dicarbonyl[chloro(dimethylamino)boryl](η(5)-cyclopentadienyl)iron 、 二苯基甲氧基膦 以 甲苯 为溶剂， 生成 5-hydroxy-2,7-dimethyl-2-(4-methyl-3-pentenyl)-2H-chromene-6-carboxylic acid ethyl ester
  参考文献：
  名称：

  (Dimethylamino)borylene and Related Complexes of Electron-Rich Metal Fragments: Generation of Nucleophile-Resistant Cations by Spontaneous Halide Ejection

  摘要：

  Spontaneous halide ejection from a three-coordinate Lewis acid has been shown to offer a remarkable new route to cationic metal complexes featuring a linear, multiply bonded boron-donor Ligand. The exploitation of electron-rich [CpM(PR3)(2)] fragments within boryl systems of the type LnMB(hal)NR2 leads to the spontaneous formation in polar solvents of chemically robust borylene complexes, [LnM(BNR2)](+), with exceptionally low electrophilicity and short M-B bonds. This is reflected by M-B distances (ca. 1.80 angstrom for FeB systems) which are more akin to alkyl-/aryl-substituted borylene complexes and, perhaps most strikingly, by the very low exothermicity associated with the binding of pyridine to the two-coordinate boron center (Delta H = -7.4 kcal mol(-1), cf. -40.7 kcal mol(-1) for BCl3). Despite the strong pi electron release from the metal fragment implied by this suppressed reactivity and by such short M-B bonds, the barrier to rotation about the Fe=B bond in the unsymmetrical variant [CpFe(dmpe)(BN{C6H4OMe-4}Me)](+) is found to be very small (ca. 2.9 kcal mol(-1)). This apparent contradiction is rationalized by the orthogonal orientations of the HOMO and HOMO-2 orbitals of the [CpML2](+) fragment, which mean that the M-B pi interaction does not fall to zero even in the highest energy conformation.

  DOI：

  10.1021/om201144e