1,2-bis(dibenzothiazoylphosphino)ethane | 137053-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 1,2-bis(dibenzothiazoylphosphino)ethane
• 英文别名: 1,2-bis(dibenzothiazol-2-ylphosphino)ethane；1,2-bis(dibenzthiazol-2-yl)ethane；2-dbthiape；Bis(1,3-benzothiazol-2-yl)-[2-[bis(1,3-benzothiazol-2-yl)phosphanyl]ethyl]phosphane；bis(1,3-benzothiazol-2-yl)-[2-[bis(1,3-benzothiazol-2-yl)phosphanyl]ethyl]phosphane
• CAS: 137053-26-0
• 化学式: C₃₀H₂₀N₄P₂S₄
• 分子量: 626.727
• InChiKey: QBFYHQMSMCTWFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  165
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,2-bis(dibenzothiazoylphosphino)ethane 在 氧气 作用下， 生成 C₃₀H₂₀N₄O₂P₂S₄
  参考文献：
  名称：

  Novel multitopic diphos-type ligands.

  摘要：

  Seven novel imidazole and thiazole derivatives of diphos-type ligands are presented. They are of the general structure R(2)P(CH(2))(2)PR(2), where R is imidazol-2-yl (1), 1-methylimidazol-2-yl (2), 1-methyl-benzimidazol-2-yl (3), 1-methylimidazol-5-yl (4), 2-isopropylimidazol-4(5)-yl (5), thiazol-2-yl (6), benzothiazol-2-yl (7), thiazol-4-yl (8) or thiazol-5-yl (9). Syntheses involved direct metallation or halogen-metal exchange reactions. Their solubility, especially in aqueous solution, is strongly dependent on the nature of the substituents as is their partition coefficient log D. The crystal structures of compounds 2, 3, 7a and 9 as well as the structure of the rhodium complex [(2)(2)Rh(2)Cl(2)]Cl(2) (10) have been determined. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.04.028
• 作为产物：
  描述：

  苯并噻唑 、 1,2-双(二氯磷基)-乙烷 在 正丁基锂 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 1.5h， 以78%的产率得到1,2-bis(dibenzothiazoylphosphino)ethane
  参考文献：
  名称：

  Novel multitopic diphos-type ligands.

  摘要：

  Seven novel imidazole and thiazole derivatives of diphos-type ligands are presented. They are of the general structure R(2)P(CH(2))(2)PR(2), where R is imidazol-2-yl (1), 1-methylimidazol-2-yl (2), 1-methyl-benzimidazol-2-yl (3), 1-methylimidazol-5-yl (4), 2-isopropylimidazol-4(5)-yl (5), thiazol-2-yl (6), benzothiazol-2-yl (7), thiazol-4-yl (8) or thiazol-5-yl (9). Syntheses involved direct metallation or halogen-metal exchange reactions. Their solubility, especially in aqueous solution, is strongly dependent on the nature of the substituents as is their partition coefficient log D. The crystal structures of compounds 2, 3, 7a and 9 as well as the structure of the rhodium complex [(2)(2)Rh(2)Cl(2)]Cl(2) (10) have been determined. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.04.028

文献信息

• Carbonyl complexes of molybdenum and tungsten with functionalized diphosphines: X-ray crystal structure of [{W(CO)3}2{μ-P(C6H4SMe-2)2CH2CH2P(C6H4SMe-2)2}]
  作者：Mohammad F.M. Al-Dulaymmi、Peter B. Hitchcock、Raymond L. Richards

  DOI：10.1016/s0277-5387(00)86079-9

  日期：1991.1

  binuclear complexes [M(CO)3}2(μ-diphos)] (M = Mo or W; diphos = mtppm, mtppe or iptppe) have been prepared. Their binuclear structures are established by the X-ray structure of [W(CO)3}2(μ-mtppe)], in which each tungsten is ligated by three carbonyl groups in a facial arrangement with P,S,S ligation from the bridging mtppe ligand completing the octahedral geometry [average d(WS) 2.514(9), d (WP) 2.420(6)

  摘要制备了二膦桥联的双核络合物[M（CO）3} 2（μ-diphos）]（M = Mo或W； diphos = mtppm，mtppe或iptppe）。它们的双核结构是由[W（CO）3} 2（μ-mtppe）]的X射线结构建立的，其中每个钨被三个羰基基团以面部排列方式连接，P，S，S的连接方式为完成八面体几何构型的桥联mtppe配体[平均d（WS）2.514（9），d（WP）2.420（6）A]。桥接复合物[M（CO）4} 2（μ-dppmpe）]和[MBr2（CO）2} 2（μ-mtppe）]和单核化合物[M（CO）4（dbtpe）]和[还描述了MoBr 2（CO）2（mtppe）]。
• Bimetallic complexes of molybdenum and tungsten with functionalized diphosphines: X-ray crystal structure of [{W(CO)3}(μ-mtppe)]
  作者：Mohammed F.M. Al-Dulaymmi、Peter B. Hitchcock、Raymond L. Richards

  DOI：10.1016/s0277-5387(00)80681-6

  日期：1989.1

  The binuclear complexes [M(CO)3}2(μ-diphos)] (M = Mo or W; diphos = mtppm, mtppe or iptppe) (X-ray structure for M = W, diphos = mtppe), [M(CO)4}2 (μ-dppmpe)] and [MBr2(CO)2}2(μ-mtppe)], and the mononuclear compounds [M(CO)4(dbtpe)] and [MoBr2(CO)2(mtppe)] have been prepared.

  双核络合物[M（CO）3} 2（μ-diphos）]（M = Mo或W; diphos = mtppm，mtppe或iptppe）（M的X射线结构= W，diphos = mtppe），[ M（CO）4} 2（μ-dppmpe）和[MBr2（CO）2} 2（μ-mtppe）]，以及单核化合物[M（CO）4（dbtpe）]和[MoBr2（CO） 2（mtppe）]已经准备好了。
• Gold(i) complexes of water-soluble diphos-type ligands: Synthesis, anticancer activity, apoptosis and thioredoxin reductase inhibition
  作者：Corinna Wetzel、Peter. C. Kunz、Matthias U. Kassack、Alexandra Hamacher、Philip Böhler、Wim Watjen、Ingo Ott、Riccardo Rubbiani、Bernhard Spingler

  DOI：10.1039/c1dt10368g

  日期：——

  Gold(I) complexes of imidazole and thiazole-based diphos type ligands were prepared and their potential as chemotherapeutics investigated. Depending on the ligands employed and the reaction conditions complexes [L(AuCl)2] and [L2Au]X (X = Cl, PF6) are obtained. The ligands used are diphosphanes with azoyl substituents R2P(CH2)2PR2 R = 1-methylimidazol-2-yl (1), 1-methylbenzimidazol-2-yl (4), thiazol-2-yl (5) and benzthiazol-2-yl (6)} as well as the novel ligands RPhP(CH2)2PRPh R = 1-methylimidazol-2-yl (3)} and R2P(CH2)3PR2 R = 1-methylimidazol-2-yl (2)}. The cytotoxic activity of the complexes was assessed against three human cancer cell lines and a rat hepatoma cell line and correlated to the lipophilicity of the compounds. The tetrahedral gold complexes [(3)2Au]PF6 and [(5)2Au]PF6 with intermediate lipophilicity (logD7.4 = 0.21 and 0.25) showed significant cytotoxic activity in different cell lines. Both compounds induce apoptosis and inhibit the enzymes thioredoxin reductase and glutathione reductase.

  研究人员制备了咪唑和噻唑二磷配体的金（I）配合物，并对其作为化疗药物的潜力进行了研究。根据所用配体和反应条件的不同，可以得到[L(AuCl)2]和[L2Au]X（X = Cl，PF6）配合物。使用的配体是带有偶氮取代基 R2P(CH2)2PR2 R = 1-甲基咪唑-2-基（1），1-甲基苯并咪唑-2-基（4）、噻唑-2-基 (5) 和苯并噻唑-2-基 (6)} 以及新型配体 RPhP( )2PRPh R = 1-甲基咪唑-2-基 (3)} 和 R2P( )3PR2 R = 1-甲基咪唑-2-基 (2)}。评估了这些配合物对三种人类癌细胞系和一种大鼠肝癌细胞系的细胞毒性活性，并将其与化合物的亲脂性联系起来。具有中等亲油性（logD7.4 = 0.21 和 0.25）的四面体金配合物 [(3)2Au]PF6 和 [(5)2Au]PF6 在不同细胞系中显示出显著的细胞毒性活性。这两种化合物都能诱导细胞凋亡并抑制硫代氧化还原酶和谷胱甘肽还原酶。
• Mono- and bi-nuclear complexes of rhodium with functionalised diphosphine ligands
  作者：Mohammad F. M. Al-Dulaymmi、Adrian Hills、Peter B. Hitchcock、David L. Hughes、Raymond L. Richards

  DOI：10.1039/dt9920000241

  日期：——

  Treatment of [RhCl(PPh3)3] with R2PCH2CH2PR2 (R = C6H4SMc-2 or C6H4SPr 2) gives the ionic complexes [Rh(R2PCH2CH2PR2)]Cl A. When R = C7H4NS (benzothiazolyl) or C8H7N7 (N-methyl-bonzimidazolyl), however, the partially substituted complex [RhCl(PPh3)(R2PCH2CH2PR2)] B result. Treatment of B (R = C7H4NS) with CHCl3 results in oxidation and disproportionation to the salt \ (RhCl)2-(mu-dbtpe)2][RhCl4(dbtpe)]2 C [dbtpe = (C7H6NS)2PCH2CH2P(SNC7H4)2]. X-ray diffraction analysis of C shows the cation to have a structure with a P-P chelated dbtpe ligand on each RhCl unit spanning the two metals by P,N ligation. The anion has regular octahedral co-ordination. Reaction of dbtpe with [RhCl(cod)}2] (cod - cycloocta-1,5-diene) or [RhCl(CO)2}2\ gives [(RhCl)2(mu-dbtpe)2] D which also has two P-P chelated RhCl units linked by P,N ligation, as shown by an X-ray crystal structure analysis. Full spectroscopic details are given for these compounds and their possible inter-relationship is discussed.
• A functionalised diphosphine as a (PN)-binucleating ligand: X-ray structure of the `double A-frame' complex [RhCl(BTPE)]2][RhCl4(BTPE)]2·χCHCl3 (BTPE = (C7H4NS)2PCH2CH2P(C7H4NS)2)
  作者：Mohammad F.M. Al-Dulaymmi、Peter B. Hitchcock、Raymond L. Richards

  DOI：10.1016/0022-328x(88)80014-7

  日期：1988.1