Tricarbonyl[1-4:9,10-η6-(2,3-diethyl-4-methoxy-1-naphthol)]chrom(0) | 63107-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Tricarbonyl[1-4:9,10-η6-(2,3-diethyl-4-methoxy-1-naphthol)]chrom(0)
• 英文别名: carbon monoxide;chromium;2,3-diethyl-4-methoxynaphthalen-1-ol
• CAS: 63107-16-4
• 化学式: C₁₈H₁₈CrO₅
• 分子量: 366.334
• InChiKey: FKAYWZLBDQGUMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  Tricarbonyl[1-4:9,10-η6-(2,3-diethyl-4-methoxy-1-naphthol)]chrom(0) 生成 2,3-diethyl-1,4-naphthoquinone
  参考文献：
  名称：

  DOETZ K. H.; PRUSKIL I., CHEM. BER., 1980, 113, NO 9, 2876-2883

  摘要：

  DOI：
• 作为产物：
  描述：

  3-己炔 、 pentacarbonyl(1-methoxybenzylidene)chromium(0) 以 further solvent(s) 为溶剂， 以72%的产率得到Tricarbonyl[1-4:9,10-η6-(2,3-diethyl-4-methoxy-1-naphthol)]chrom(0)
  参考文献：
  名称：

  配合物配体的反应：第95部分。多取代萘氢醌的三羰基铬配合物：通过[3 + 2 +1]苯并环和触觉重排进行区域选择性合成

  摘要：

  铬介导的[3 + 2 + 1]-菲舍尔型卡宾配合物与炔烃的苯并[3 + 2 + 1]-苯甲酸酯化反应制备了一系列多取代的萘​​氢醌类三羰基铬配合物。动力学和η的热力学数据6 -η 6个-haptotropic重排通过原位NMR光谱研究。自由活化能ΔG ＃的范围为23至26 kcal mol -1并且仅略微取决于替代物的体积和供体/受体的性质。对于在非羟基喹啉环（环A）上带有甲氧基取代基的萘氢醌复合物，观察到金属迁移的平衡。在环A上带有甲基或仅带有氢取代基的配合物中，触变重排是不可逆的。NMR研究表明，在六氟苯中薄荷氧基取代的三羰基铬络合物的重排发生在分子内。配合物19的两个非对映异构体显示出不同的金属位移速率常数，这是动力学数据的第一个实例，其在两个非对映异构化合物中ML n片段的重排不同。

  DOI：

  10.1016/s0022-328x(03)00045-7

文献信息

• Reactions of Group 6 Fischer carbene complexes with alkynes: effect of the metal on the product distribution and the isolation of a nontautomerized cyclohexadienone complex
  作者：William D. Wulff、Brian M. Bax、Timothy A. Brandvold、Kin Shing Chan、Adam M. Gilbert、Richard P. Hsung、John Mitchell、Jon Clardy

  DOI：10.1021/om00013a021

  日期：1994.1

  The first comparative study on the effect of the nature of the metal on the reactions of unsaturated group 6 Fischer carbene complexes with alkynes is reported. The scope of the study includes both aryl- and alkenylcarbene complexes of chromium, molybdenum, and tungsten for both internal and terminal alkynes. Twenty-one different organic structural types have been isolated and characterized from these reactions, but in most instances phenols and indene (cyclopentadiene) products are the two most frequently observed. The general observation made is that phenol formation is favored over indene (cyclopentadiene) formation in the order chromium > tungsten > molybdenum. The effect of the concentration of the alkyne on the distribution between phenol and indene (cyclopentadiene) was also examined and was found to be most prevalent in the order molybdenum > chromium > tungsten. The bis(alkyne)(eta4-cyclohexadienone)molybdenum complex 107 has been isolated in which the final tautomerization to the phenol product has not occurred. This complex has been characterized by X-ray diffraction and provides support for the previous interpretations of the concentration effects for the reactions of chromium complexes. This complex is the first example of the long-proposed ultimate intermediate in these reactions. Crystal data for 107: space group P2(1)/c, Z = 4, a = 19.088(4) angstrom, b = 10.101(1) angstrom c = 14.578(3) angstrom, a = 90.0-degrees, beta = 109.917(13)-degrees, gamma = 90.0-degrees, R = 0.0598, and R(w) = 0.0788 for the 2405 reflections observed.
• Doetz, Karl Heinz; Pruskil, Ingrid, Chemische Berichte, 1980, vol. 113, # 9, p. 2876 - 2883
  作者：Doetz, Karl Heinz、Pruskil, Ingrid

  DOI：——

  日期：——