(η5-MeC(O)C5H4)Na

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (η5-MeC(O)C5H4)Na
• 英文别名: Na[η5-C5H4COCH3]；sodium;1-cyclopenta-1,3-dien-1-ylethanone
• 化学式: C₇H₇NaO
• 分子量: 130.122
• InChiKey: SYJCJJUTHOQBOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.39
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  hexacarbonyl[(S)-(2-propinyl)-2-(6-methoxy-2-naphthyl)propionate]dicobalt 、 (η5-MeC(O)C5H4)Na 、 molybdenum hexacarbonyl 以 四氢呋喃 为溶剂， 以46.6%的产率得到(CH3OC10H6CH(Me)COOCH2C2H)CoMo(CO)5(η5-C5H4COCH3)
  参考文献：
  名称：

  Synthesis of Optically Active Tetrahedral Clusters through Ester Exchange Catalyzed by Lipase

  摘要：

  Reactions of the monoanions [(eta(5) -C5H4R)M-2(CO)(3)](-) with ArCH(Me)COOCH2C2H(mu(3)-C)Co-2(CO)(6) (4) in THF at 60 degreesC gave the functional cluster derivatives ArCH(Me)COOCH2C2H(mu3-C)CoM2(CO)(5)(eta(5)-C5H4R) (1a-d: M-2 = Mo, W; R = CO2Me, C(O)Me). Similarly, reactions of {[(eta(5)-C5H4)C(O)OCH2(OH)CH3]M-2(CO)(3)}(-) (M-2 = Mo, W) with (mu(3)-S)M1Co2(CO)(9) (M-1 = Fe, Ru) gave the tetrahedral metal clusters (mu(3)-S)CoM2M1(CO)(8)[(eta(5)-C5H4)C(O)OCH2(OH)CH3] (8a-d: M-1 = Fe, Ru; M-2 = Mo, W). Treatment of the two metal clusters 1a-d and three metal clusters 8a-d with methanol respectively in the presence of lipase at 50 degreesC for 1 h afforded the optically active cluster derivatives HOCH2C2H(mu(3)-C)CoM2(CO)(5)(eta(5)-C5H4R) (6a-d: M-2 = Mo, W; R = CO2Me, C(O)Me) and (mu(3)-S)CoM2M1(CO)(8)[eta(5)-C5H4)C(O)OCH3] (9a-d: M, = Fe, Ru; M-2 = Mo, W)- The products were separated by silica gel chromatography. The conditions of the lipase reactions were discussed. All the compounds in the global process were characterized by element analysis, and IR and H-1 NMR spectroscopy. The structures of clusters 8c and 9c have been determined by single-crystal X-ray diffraction.

  DOI：

  10.1021/om034204a
• 作为产物：
  描述：

  sodium cyclopentadienide 、 乙酸乙酯 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (η5-MeC(O)C5H4)Na
  参考文献：
  名称：

  钴三明治复合物的立体选择性和立体特异性反应：新型单对映体大体积平面手性PN和PP配体的合成

  摘要：

  从（η开始5 -acetylcyclopentadienyl）（η 4 -tetraphenylcyclobutadiene）钴（I），对映体选择性高（99％EE）（小号）-CBS催化酮还原，接着立体特异性醇-叠氮化物交换，叠氮化物还原和dimethyllation得到（- [R ） - （η 5 -α- ñ，ñ -dimethylaminoethylcyclopentadienyl）（η 4 -tetraphenylcyclobutadiene）钴（I）（阿尔图斯胺）。此例行高度非对映cyclopalladation，得到二- μ-乙酸双- （[R ）- [（η 5 - （小号p）-2-（α- Ñ，Ñ二甲基氨基乙基）环戊二烯基，1- Ç，Ñ）（η 4 -tetraphenylcyclobutadiene）钴（I）]二钯，和高度非对映锂化，得到（- [R ）- （η 5 - （小号p）-1-（α-

  DOI：

  10.1002/chem.201705113

文献信息

• Synthesis and characterization of the cluster complexes containing tetrahedral FeCrCo(μ3-S) cluster cores generated by isolobal displacement reactions. Crystal structures of (η5-RC5H4)FeCrCo(μ3-S)(CO)8 (R=H, CO2Et) and FeCo2(μ3-S)2(CO)9
  作者：Li-Cheng Song、Hua-Wei Cheng、Qing-Mei Hu、Zhi Wang

  DOI：10.1016/j.jorganchem.2003.09.041

  日期：2004.1

  The monoanions (eta5-RC5H4)(CO)(3)Cr- (1, R = H; 2, R = Me; 3, R = CO2Et) reacted with tetrahedral cluster FeCo2(mu(3)-S)(CO)(9) to give single isolobal displacement products (eta(5)-RC5H4)FeCrCo(mu(3)-S)(CO)(8) (4, R = H; 5, R = Me; 6, R = CO2Et) in 86-89% yields, whereas monoanion (eta(5)-RC5H4)(CO)(3)Cr- (7, R=C(O)Me) reacted with FeCo2(mu(3)-S)(CO)(9) to afford the expected single isolobal displacement product (eta(5)-RC5H4)FeCrCo(mu(3)-S)(CO)(8) (8, R = C(O)Me) in 5% yield and an unexpected square pyramidal cluster FeCo2 (mu(3)-S)(2)(CO)(9) (9) in 45% yield. Similarly, the dianions [eta(5)-C5H4CH2(CH2OCH2)(n)CH2C5H4-eta(5)][(CO)(3)Cr-](2) (10, n = 1; 11, n = 2; 12, n = 3) reacted with two molecules of FeCo2(mu(3)-S)(CO)(9) to produce double isolobal displacement products [eta(5)- C5H4CH2(CH2OCH2)(n)CH(2)C(5)H(4-)eta(5)][FeCrCo(mu(3)-S)(CO)(8)](2) (13, n = 1; 14, n = 2; 15, n = 3) in 32-36% yields, while treatment of dianion [eta(5)-C5H4C(O)CH2](2)[(CO)(3)Cr-](2) (16) with two molecules of FeCo2(mu(3)-(CO)(9) gave the unexpected square pyramidal cluster FeCo2(mu(3)-S)(2)(CO)(9) (9) in 42% yield and the corresponding double isolobal displacement product [eta(5) -C5H4C(O) CH2](2)[FeCrCo(mu(3)-S)(CO)(8)](2) (17) in 8% yield. Products 4-6, 8, 9, 13-15 and 17 were characterized by elemental analyses, IR and H-1 NMR spectroscopy, as well as for 4, 6 and 9 by X-ray diffraction techniques. (C) 2003 Elsevier B.V. All rights reserved.
• Stereoselective and Stereospecific Reactions of Cobalt Sandwich Complexes: Synthesis of a New Class of Single Enantiomer Bulky Planar Chiral P−N and P−P Ligands
  作者：Ross A. Arthurs、Peter N. Horton、Simon J. Coles、Christopher J. Richards

  DOI：10.1002/chem.201705113

  日期：2018.3.20

  chlorodiphenylphosphine. This PN‐ligand was converted into (R)‐(η5‐(Sp)‐1‐(α‐dicyclohexylphosphinoethyl)‐2‐(diphenylphosphino)cyclopentadienyl)(η4‐tetraphenylcyclobutadiene)cobalt(I), a PP‐ligand (Rossiphos), by stereospecific amine‐phosphine exchange using HPCy2. These air‐stable P−N and P−P complexes are the first examples of a new class of bulky planar chiral ligands for application in asymmetric catalysis

  从（η开始5 -acetylcyclopentadienyl）（η 4 -tetraphenylcyclobutadiene）钴（I），对映体选择性高（99％EE）（小号）-CBS催化酮还原，接着立体特异性醇-叠氮化物交换，叠氮化物还原和dimethyllation得到（- [R ） - （η 5 -α- ñ，ñ -dimethylaminoethylcyclopentadienyl）（η 4 -tetraphenylcyclobutadiene）钴（I）（阿尔图斯胺）。此例行高度非对映cyclopalladation，得到二- μ-乙酸双- （[R ）- [（η 5 - （小号p）-2-（α- Ñ，Ñ二甲基氨基乙基）环戊二烯基，1- Ç，Ñ）（η 4 -tetraphenylcyclobutadiene）钴（I）]二钯，和高度非对映锂化，得到（- [R ）- （η 5 - （小号p）-1-（α-
• Synthesis of Optically Active Tetrahedral Clusters through Ester Exchange Catalyzed by Lipase
  作者：Quan-Yi Zhao、Wei-Qiang Zhang、Yu-Hua Zhang、Bin Hu、Yuan-Qi Yin、Chun-Gu Xia

  DOI：10.1021/om034204a

  日期：2004.2.1

  Reactions of the monoanions [(eta(5) -C5H4R)M-2(CO)(3)](-) with ArCH(Me)COOCH2C2H(mu(3)-C)Co-2(CO)(6) (4) in THF at 60 degreesC gave the functional cluster derivatives ArCH(Me)COOCH2C2H(mu3-C)CoM2(CO)(5)(eta(5)-C5H4R) (1a-d: M-2 = Mo, W; R = CO2Me, C(O)Me). Similarly, reactions of [(eta(5)-C5H4)C(O)OCH2(OH)CH3]M-2(CO)(3)}(-) (M-2 = Mo, W) with (mu(3)-S)M1Co2(CO)(9) (M-1 = Fe, Ru) gave the tetrahedral metal clusters (mu(3)-S)CoM2M1(CO)(8)[(eta(5)-C5H4)C(O)OCH2(OH)CH3] (8a-d: M-1 = Fe, Ru; M-2 = Mo, W). Treatment of the two metal clusters 1a-d and three metal clusters 8a-d with methanol respectively in the presence of lipase at 50 degreesC for 1 h afforded the optically active cluster derivatives HOCH2C2H(mu(3)-C)CoM2(CO)(5)(eta(5)-C5H4R) (6a-d: M-2 = Mo, W; R = CO2Me, C(O)Me) and (mu(3)-S)CoM2M1(CO)(8)[eta(5)-C5H4)C(O)OCH3] (9a-d: M, = Fe, Ru; M-2 = Mo, W)- The products were separated by silica gel chromatography. The conditions of the lipase reactions were discussed. All the compounds in the global process were characterized by element analysis, and IR and H-1 NMR spectroscopy. The structures of clusters 8c and 9c have been determined by single-crystal X-ray diffraction.