(triphenylphosphine)silver(I)-p-tolylsulfonate(ethanol) | 552813-26-0

• 英文名称: (triphenylphosphine)silver(I)-p-tolylsulfonate(ethanol)
• 英文别名: ((Ph3P)Ag(CH3(C6H4)SO3)(EtOH))2；bis[(triphenylphosphine)silver(I)-p-toluenesulfonate(ethanol)]
• CAS: 552813-26-0
• 化学式: C₅₄H₅₆Ag₂O₈P₂S₂
• 分子量: 1174.85
• InChiKey: GNDIFHFBJZZVHH-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
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• 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

• 作为产物：
  描述：

  乙醇 、 silver(I) 4-methylbenzenesulfonate 、 三苯基膦 以 乙醇 、 二氯甲烷 为溶剂， 以76%的产率得到(triphenylphosphine)silver(I)-p-tolylsulfonate(ethanol)
  参考文献：
  名称：

  (Phosphine)Silver(I) Sulfonate Complexes

  摘要：

  摘要：本文介绍了一种新型的磷化银(I)有机磺酸盐配合物，化学式为(R₃P)AgOS(O)₂R'，其中R₃为Ph₃，Ph₂(2-Py)，Me₂Ph，R'为4-Me-C₆H₄；或者R为Ph，R'为Et和2,5-Me₂-C₆H₄。该配合物可以在二氯甲烷溶液中通过相应的银磺酸盐和三级磷化合物得到。当反应混合物中存在乙醇时，产物中含有一当量的乙醇。本文还确定了(Ph₃P)AgOS(O)₂(C₆H₄-4-Me)(EtOH) (1)和(Me₂PhP)AgOS(O)₂(C₆H₄-4-Me) (5)的晶体结构。配合物1存在二聚体，其中单体单元特征为四元环中的分子间Ag-O供体/受体键合。银原子的配位球还由一个乙醇分子补充，该乙醇分子还与磺酸盐氧原子之一发生氢键作用。无溶剂配合物5通过Ag-O配位键连接成螺旋链，为银原子提供了扭曲的平面T形配位。

  DOI：

  10.1515/znb-2003-0126

文献信息

• Application of (phosphine)gold(I) carboxylates, sulfonates and related compounds as highly efficient catalysts for the hydration of alkynes
  作者：Patric Roembke、Hubert Schmidbaur、Stephanie Cronje、Helgard Raubenheimer

  DOI：10.1016/j.molcata.2003.11.011

  日期：2004.4

  The catalytic activity of a series of six gold(l) complexes LAuX (L = Ph3P, X = CO2C2F5, SO3-p-tol, SO3Et, SSO2-p-tol; L = Me3P, (p-tol)(3)P, X = CO2C2F5), as well as the silver(I) complexes Ph3PAgOC(O)C2F5 and Ph3PAgOS(O)(2)-p-tol-EtOH, regarding the hydration of 3-hexyne forming 3-hexanone in the presence of BF3.Et2O as aco-catalyst has been investigated. It could be shown that all the gold compounds are catalytically active with (Ph3P)AuOC(O)C2F5 (1) being the most active. Using 1, hydration of 3-hexyne takes place at room temperature and turnover frequencies (TOFs) as high as 3900 h(-1) can be reached without any notable catalyst deterioration (MeOH as solvent, 70degreesC). The silver complexes on the other hand did not furnish 3-hexanone under reaction conditions. This observation is explained with silver being the stronger acceptor compared to gold which can be derived from the crystal structures of representative examples. An optimization of the co-catalyst concentration showed that with increasing concentration the reaction rate increases significantly reaching saturation at approximately 5 mol%. This indicates that the Lewis acid BF3.Et2O plays a role in several steps of the catalytic cycle. 1 was also successfully employed as a catalyst to react acetic acid with 3-hexyne forming 3-hexene-3 -acetate but due to water being present in the glacial acetic acid 3-hexanone was also formed. (C) 2003 Elsevier B.V. All rights reserved.