(iPr)2TpZn(SBn) | 1158952-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (iPr)2TpZn(SBn)
• 英文别名: [(hydridotris(3,5-diisopropylpyrazolyl)borate)Zn(benzylsulfido)]；zinc;phenylmethanethiolate;tris[3,5-di(propan-2-yl)pyrazol-1-yl]boranuide
• CAS: 1158952-62-5
• 化学式: C₃₄H₅₃BN₆SZn
• 分子量: 654.102
• InChiKey: GBYZDGYCTLDSBD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  8.41
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (iPr)2TpZn(SBn) 、 triphenylmethane hydrodisulfide 在 N(CH₂CH₃) 作用下， 以 二氯甲烷-D2 为溶剂， 生成 [(hydridotris(3,5-diisopropylpyrazolyl)borate)Zn(hydrogensulfido)]
  参考文献：
  名称：

  Synthesis, Characterization, and Reactivity of Alkyldisulfanido Zinc Complexes

  摘要：

  The alkyldisulfanido zinc complexes Tp(iPr,iPr) n(SSR) and Tp(Ph,Me) n(SSR) where Tp(iPr,iPr) is hydridotris-((3,5-isopropyl) pyrazolyl)borate, Tp(Ph,Me) is hydridotris-((3-phenyl,5-methyl)pyrazolyl)borate, and (SSR) is tert-butyldisulfanido or triphenylmethanedisulfanido were synthesized by reaction between the corresponding hydroxo complexes Tp n(OH) and the synthetic persulfide RSSH. All the complexes were characterized by elemental analysis and H-1 NMR spectroscopy, and representative members of the class were also structurally characterized. The reactivity of the alkyldisulfanido Tp n(SSR) complexes with thiols was studied. In the absence of base, a simple exchange reaction between the alkyldisulfanido ligand and the thiol was observed in dichloromethane; when in the presence of base, the corresponding hydrogen(sulfido) complexes Tp n(SH) were obtained. The mechanism of the latter reaction has been studied and does not involve the coordinated alkyldisulfanido group. Reaction of the hydrogen(sulfido) complexes Tp(iPr,iPr) n(SH) with the thiosulfonate PhCH2S-SO2CF3 did not yield the expected alkyldisulfanido complex but benzyltrisulfide and a new complex tentatively assigned as Tp(iPr,iPr) n(O2SCF3).

  DOI：

  10.1021/ic900238v
• 作为产物：
  描述：

  η3-HB-tris(3,5-diisopropylpyrazolyl)ZnOH 以 正庚烷 、 二氯甲烷-D2 为溶剂， 生成 (iPr)2TpZn(SBn)
  参考文献：
  名称：

  Synthesis, Characterization, and Reactivity of Alkyldisulfanido Zinc Complexes

  摘要：

  The alkyldisulfanido zinc complexes Tp(iPr,iPr) n(SSR) and Tp(Ph,Me) n(SSR) where Tp(iPr,iPr) is hydridotris-((3,5-isopropyl) pyrazolyl)borate, Tp(Ph,Me) is hydridotris-((3-phenyl,5-methyl)pyrazolyl)borate, and (SSR) is tert-butyldisulfanido or triphenylmethanedisulfanido were synthesized by reaction between the corresponding hydroxo complexes Tp n(OH) and the synthetic persulfide RSSH. All the complexes were characterized by elemental analysis and H-1 NMR spectroscopy, and representative members of the class were also structurally characterized. The reactivity of the alkyldisulfanido Tp n(SSR) complexes with thiols was studied. In the absence of base, a simple exchange reaction between the alkyldisulfanido ligand and the thiol was observed in dichloromethane; when in the presence of base, the corresponding hydrogen(sulfido) complexes Tp n(SH) were obtained. The mechanism of the latter reaction has been studied and does not involve the coordinated alkyldisulfanido group. Reaction of the hydrogen(sulfido) complexes Tp(iPr,iPr) n(SH) with the thiosulfonate PhCH2S-SO2CF3 did not yield the expected alkyldisulfanido complex but benzyltrisulfide and a new complex tentatively assigned as Tp(iPr,iPr) n(O2SCF3).

  DOI：

  10.1021/ic900238v

文献信息

• Conversion of nitrite to nitric oxide at zinc via S-nitrosothiols
  作者：Allan Jay P. Cardenas、Rebecca Abelman、Timothy H. Warren

  DOI：10.1039/c3cc46102e

  日期：——

  Nitrite is an important reservoir of nitric oxide activity in the plasma and cells. Using a biomimetic model, we demonstrate the conversion of zinc-bound nitrite in the tris(pyrazolyl)borate complex (iPr2)TpZn(NO2) to the corresponding S-nitrosothiol RSNO and zinc thiolate (iPr2)TpZn-SR via reaction with thiols H-SR. Decomposition of the S-nitrosothiol formed releases nitric oxide gas.

  亚硝酸盐是血浆和细胞中一氧化氮活性的重要储存库。使用仿生模型，我们证明了三（吡唑基）硼酸酯络合物（iPr2）TpZn（NO2）中结合锌的亚硝酸盐通过与硫醇H反应转化为相应的S-亚硝基硫醇RSNO和硫醇锌（iPr2）TpZn-SR -SR。形成的S-亚硝基硫醇的分解释放出一氧化氮气体。
• <i>S</i>-Nitrosothiol and Nitric Oxide Reactivity at Zinc Thiolates
  作者：Matthew S. Varonka、Timothy H. Warren

  DOI：10.1021/ic900664r

  日期：2009.7.6

  S-Nitrosothiols undergo reversible transnitrosation reactions at tris (pyrazolyl)boratozinc thiolates (iPr2)TpZn-SR. These zinc thiolates are unreactive toward anaerobic NO but rapidly react with NO in the presence of O-2 or anaerobically with NO2 to release the S-nitrosothiol RSNO with formation of the corresponding zinc nitrate.