(S)-1-[(RP)-2-(二环己基膦基)二茂铁]乙基二环己基膦 | 246231-77-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 中文名称: (S)-1-[(RP)-2-(二环己基膦基)二茂铁]乙基二环己基膦
• 中文别名: (1S)-1-(二环己基膦)-2-[(1S)-1-(二环己基膦)乙基]二茂铁(符合CAS标准)；(S)-1-[(RP)-2-(二环己基膦)二茂铁乙基二环己基膦；(S)-1-[(RP)-2-(二环己基)二茂铁]乙基二环己基膦
• 英文名称: josiphos SL-J003-2
• 英文别名: Iron(2+) cyclopenta-2,4-dien-1-ide 2-(dicyclohexylphosphanyl)-1-[(1S)-1-(dicyclohexylphosphanyl)ethyl]cyclopenta-2,4-dien-1-ide (1/1/1)；cyclopenta-1,3-diene;dicyclohexyl-[(1S)-1-(2-dicyclohexylphosphanylcyclopenta-1,4-dien-1-yl)ethyl]phosphane;iron(2+)
• CAS: 246231-77-6
• 化学式: C₃₆H₅₆FeP₂
• 分子量: 606.635
• InChiKey: LHVQVTRNQNYQQT-WLOLSGMKSA-N

物化性质

• 比旋光度：
  +139° ±4° (c 0.5, CHCl3)

计算性质

• 辛醇/水分配系数(LogP)：
  11.79
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  双(乙腈)氯化钯(II) 、 (S)-1-[(RP)-2-(二环己基膦基)二茂铁]乙基二环己基膦 以 二氯甲烷 为溶剂， 以86%的产率得到dichloro[(R)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-cyclohexylphosphine]palladium(II)
  参考文献：
  名称：

  Palladium(II), platinum(II) and gold(I) complexes containing chiral diphosphines of the Josiphos and Walphos families – Synthesis and evaluation as anticancer agents

  摘要：

  A series of palladium(II) and platinum(II) complexes ([PdCl2(J003)] (1), [PdCl2(W001)] (2), [PtCl2(J003)] (3) and [PtCl2(W001)] (4), where J003 = the Josiphos ligand (R)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine and W001 = the Walphos ligand (R)-1[(R)-2-(2'-diphenylphosphinyl) ferrocenyl]ethyldo(bis-3,5-trifluoromethylphenyl)phosphine), were prepared from the reaction of the diphosphine ligands with [PdCl2(NCMe)(2)] or [PtCl2(cod)] and characterised by multinuclear NMR spectroscopy, mass spectrometry and elemental analyses. Single crystal X-ray structures were used to confirm the proposed structures. Attempts to use the same ligands to prepare isoelectronic d(8) Au(III) analogues of the palladium and platinum complexes resulted in the reduction of Au(III) to Au(I) and isolation of the Au(I) complexes [AuCl(J003)] (5), [Au2Cl2(J003)] (6) and [Au2Cl2(W001)] (7). The cytotoxicity of the four chiral, bidentate ferrocenylphosphine palladium and platinum complexes was investigated against HeLa cells and were found to have low to moderate cytotoxicity. In general, the two Josiphos complexes showed better cytotoxicity compared to the Walphos complexes, irrespective of the metal used. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.01.027
• 作为试剂：
  描述：

  在 甲酸 、 (p-cymene)ruthenium(II) chloride 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 (S)-1-[(RP)-2-(二环己基膦基)二茂铁]乙基二环己基膦 、 三乙胺 作用下， 反应 10.0h， 以78.6%的产率得到
  参考文献：
  名称：

  一种具有光学活性的尼古丁的制备方法

  摘要：

  本发明公开了一种具有光学活性的尼古丁的制备方法，其步骤为：将含氮或含磷的手性配体和金属催化剂加入有机溶剂中，进行催化剂制备；依次加入亚胺盐和还原剂进行还原反应；加入萃取剂，提取尼古丁化合物。本发明的制备方法，采用亚胺盐衍生物作为前驱体，起始原料成本低廉、反应条件温和(如，常温附近温度范围内进行催化、还原反应)，且催化剂和还原剂均为常见的化学物质，终产物尼古丁的合成收率及化学纯度都高，便于实现大规模工业生产。

  公开号：

  CN111233829A

文献信息

• Combinatorial Approach to Chiral Tris-ligated Carbophilic Platinum Complexes: Application to Asymmetric Catalysis
  作者：Alexandre Pradal、Serafino Gladiali、Veronique Michelet、Patrick Y. Toullec

  DOI：10.1002/chem.201304794

  日期：2014.6.2

  the synthesis of libraries of chiral tris‐ligated cationic platinum complexes and their in situ evaluation as asymmetric carbophilic catalysts in a model domino hydroarylation/cyclization reaction of a 1,6‐enyne was developed. A catalyst‐generation process based on a combination of a monodentate and a bidentate phosphorus ligand allowed the formation of 108 chiral complexes. One‐pot screening of the stereoinduction

  开发了一种简单的方法，用于合成手性三连接阳离子铂络合物的文库，并在1,6-烯炔的模型多米诺加氢化/环化反应中作为不对称嗜碳催化剂进行原位评估。基于单齿和双齿磷配体的催化剂生成过程可以形成108个手性络合物。用该库在多米诺加成/环化反应测试中对立体诱导进行一锅法筛选，验证了该方法的有效性，并强调了单齿配体伙伴在获得高对映选择性方面所起的关键作用。在两种具有挑战性的底物/亲核试剂组合的情况下，组合方法导致对映选择性的显着提高。
• Palladium(II), platinum(II) and gold(I) complexes containing chiral diphosphines of the Josiphos and Walphos families – Synthesis and evaluation as anticancer agents
  作者：Tebogo V. Segapelo、Stacy Lillywhite、Ebbe Nordlander、Matti Haukka、James Darkwa

  DOI：10.1016/j.poly.2012.01.027

  日期：2012.4

  A series of palladium(II) and platinum(II) complexes ([PdCl2(J003)] (1), [PdCl2(W001)] (2), [PtCl2(J003)] (3) and [PtCl2(W001)] (4), where J003 = the Josiphos ligand (R)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine and W001 = the Walphos ligand (R)-1[(R)-2-(2'-diphenylphosphinyl) ferrocenyl]ethyldo(bis-3,5-trifluoromethylphenyl)phosphine), were prepared from the reaction of the diphosphine ligands with [PdCl2(NCMe)(2)] or [PtCl2(cod)] and characterised by multinuclear NMR spectroscopy, mass spectrometry and elemental analyses. Single crystal X-ray structures were used to confirm the proposed structures. Attempts to use the same ligands to prepare isoelectronic d(8) Au(III) analogues of the palladium and platinum complexes resulted in the reduction of Au(III) to Au(I) and isolation of the Au(I) complexes [AuCl(J003)] (5), [Au2Cl2(J003)] (6) and [Au2Cl2(W001)] (7). The cytotoxicity of the four chiral, bidentate ferrocenylphosphine palladium and platinum complexes was investigated against HeLa cells and were found to have low to moderate cytotoxicity. In general, the two Josiphos complexes showed better cytotoxicity compared to the Walphos complexes, irrespective of the metal used. (c) 2012 Elsevier Ltd. All rights reserved.