Di-(p-Tolylacetylen)-quecksilber | 88761-80-2

• 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: Di-(p-Tolylacetylen)-quecksilber
• 英文别名: bis(4-tolylethynyl)mercury；bis(p-tolylethynyl)mercury；1-ethynyl-4-methyl-benzene; mercury comp bond；1-Aethinyl-4-methyl-benzol; Quecksilberverbindung
• CAS: 88761-80-2
• 化学式: C₁₈H₁₄Hg
• 分子量: 430.899
• InChiKey: LYHSQYUUBLTIRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Di-(p-Tolylacetylen)-quecksilber 在 (CO)5Cr=BN(SiMe₃)2 作用下， 以 苯 为溶剂， 反应 70.0h， 以66%的产率得到1-甲基-4-[4-(4-甲基苯基)丁-1,3-二炔基]苯
  参考文献：
  名称：

  Group VI metal aminoborylene complex-catalyzed demercuration reactions of bis(alkynyl)mercurials

  摘要：

  第六族金属硼烯类配合物[(CO)5MBN(SiMe3)2]的首次催化应用涉及双（炔基）汞[Hg(CCR)2]与一系列丁-1,3-二炔的脱氢反应。

  DOI：

  10.1039/b715597b
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 alkaline potassium mercury (II)-iodide solution 作用下， 生成 Di-(p-Tolylacetylen)-quecksilber
  参考文献：
  名称：

  Johnson; McEwen, Journal of the American Chemical Society, 1926, vol. 48, p. 474

  摘要：

  DOI：

文献信息

• Transalkynylation and catalytic demercuration of bis(alkynyl)mercurials: two alternative mechanisms
  作者：Robin B. Bedford、Anthony F. Hill、Andrew R. Thompsett、Andrew J. P. White、David J. Williams

  DOI：10.1039/cc9960001059

  日期：——

  The complexes [RhCl(CO)(PPh3)2] and [MHCl(CO)(PPh3)3](M = Ru, Os) catalyse the demercuration of [Hg(CCR)2](R = Ph, C6H4Me-4, Bun) to provide buta-1,3-diynes, however the reactions proceed by quite different mechanisms as indicated by (i) the isolation of [RuC(CCR)CHR}Cl(CO)(PPh3)2] and its reintroduction into the catalytic cycle and (ii) the isolation of the iridium complex [IrCl(CCR)(HgCCR)(CO)(PPh3)2].

  配合物 [RhCl(CO)(PPh3)2] 和 [MHCl(CO)(PPh3)3]（M = Ru, Os）催化 [Hg(CCR)2]（R = Ph, C6H4Me-4, Bun）的去汞反应，生成丁炔-1,3-二炔。然而，这些反应的机制有很大不同，表现在（i）分离出 [RuC(CCR)CHR}Cl(CO)(PPh3)2] 并将其重新引入催化循环，以及（ii）分离出铱配合物 [IrCl(CCR)(HgCCR)(CO)(PPh3)2]。
• Simple, high yield syntheses of heterobimetallic complexes of Ph2PCH2PPh2(dppm) with platinum, mercury, and silver
  作者：David M. McEwan、Paul G. Pringle、Bernard L. Shaw

  DOI：10.1039/c39820001240

  日期：——

  Treatment of the readily available salts [Pt(dppm)2]2X (dppm = Ph2PCH2PPh2) with (i) Hg(CCR)2 or (ii) Hg(OAc)+ RCCH or (iii) Hg(CN)2 gives virtually quantitative yields of Y2Pt(µ-dppm)2 HgX2(Y = CCR or CN, R = Ph, p-tolyl, Me, or Prn, X = Cl) and with AgOAc + PhCCH, high yields of (PhCC)2Pt(µ-dppm)2AgX (X = Cl or I).

  用（i）Hg（C CR）2或（ii）Hg（OAc）+ RC CH或（iii）Hg处理易于获得的盐[Pt（dppm）2 ] 2X（dppm = Ph 2 PCH 2 PPh 2）（CN）2实际上给出了定量的Y 2 Pt（µ -dppm）2 HgX 2的产率（Y = C CR或C N，R = Ph，对甲苯基，Me或Pr n，X = Cl），并且使用了AgOAc + PhC CH，高产率的（PhC C）2 Pt（µ -dppm）2 AgX（X = Cl或I）。
• Alkenyl and alkynyl complexes of osmium(II) derived from [OsH(Cl)(CO)(BTD)(PPh3)2] (BTD = 2,1,3-benzothiadiazole)
  作者：Anthony F. Hill、James D. E. T. Wilton-Ely

  DOI：10.1039/a805303k

  日期：——

  Treatment of [OsH(CA)(NCMe)2(PPh3)2]+ (A = O or S) with [NEt4]Cl and 2,1,3-benzothiadiazole (BTD) provided [OsH(Cl)(CA)(BTD)(PPh3)2] (A = O or S). Under mild conditions, the complex [OsH(Cl)(CO)(BTD)(PPh3)2] hydro-osmiates ethynyltoluene, ethyne and di(4-tolyl)butadiyne to provide vinyl complexes [Os(CHCHR)Cl(CO)(BTD)(PPh3)2] (R = C6H4Me-4), [Os(CHCH2)Cl(CO)(BTD)(PPh3)2] and [OsC(CCR)CHR}Cl(CO)(BTD)(PPh3)2]. Complex [OsH(CO)(NCMe)2(PPh3)2]+ reacted with HCCR to provide [Os(CHCHR)(CO)(NCMe)2(PPh3)2]+ which is converted by [NEt4]Cl into [Os(CHCHR)Cl(CO)(NCMe)(PPh3)2]. Treatment of [Os(CHCHR)Cl(CO)(BTD)(PPh3)2] with CNCMe3 or CO provided [Os(CHCHR)Cl(CO)(L)(PPh3)2] (L = CNCMe3 or CO). The dithiocarbamate complex [Os(CHCHR)(S2CNMe2)(CO)(PPh3)2] and the osmatetraborane [Os(CHCHR)(B3H8)(CO)(PPh3)2] resulted from the reactions of [Os(CHCHR)Cl(CO)(BTD)(PPh3)2] with Na[S2CNMe2] and [NBun4][B3H8], respectively, whereas with K[HB(pz)3] (pz = pyrazolyl) initially [Os(CHCHR)(CO)(PPh3)2η2-HB(pz)3}] was formed which is converted into [Os(CHCHR)(CO)(PPh3)HB(pz)3}] on heating. No intermediates are however observed in the corresponding reaction with 1,4,7-trithiacyclononane ([9]aneS3) to provide [Os(CHCHR)(CO)(PPh3)([9]aneS3)]+. The alkynyl complex [Os(CCR)Cl(CO)(BTD)(PPh3)2] was obtained from either (i) the reaction of [OsH(Cl)(CO)(BTD)(PPh3)2] with [Hg(CCR)2] or (ii) [Os(CHCHR)Cl(CO)(BTD)(PPh3)2] with an excess of HCCR. Treatment of [Os(CCR)Cl(CO)(BTD)(PPh3)2] with Na[S2CNMe2] or alternatively [Os(CHCHR)(S2CNMe2)(CO)(PPh3)2] with an excess of HCCR provided [Os(CCR)(S2CNMe2)(CO)(PPh3)2], which can also be obtained from [OsH(S2CNMe2)(CO)(PPh3)2] and [Hg(CCR)2]. The BTD in [Os(CCR)Cl(CO)(BTD)(PPh3)2] is substituted by CNCMe3 to provide [Os(CCR)Cl(CO)(CNCMe3)(PPh3)2]. The reaction of [OsH(Cl)(CS)(BTD)(PPh3)2] with HCCR provided [Os(CHCHR)Cl(CS)(BTD)(PPh3)2] which in contrast to [Os(CHCHR)Cl(CO)(BTD)(PPh3)2] reacts with carbon monoxide to provide the thiocinnamoyl complex [Os(η2-SCCHCHR)Cl(CO)(PPh3)2].

  用[NEt4]Cl 和 2,1,3-苯并噻二唑 (BTD) 处理[OsH(CA)(NCMe)2(PPh3)2]+（A = O 或 S）可得到[OsH(Cl)(CA)(BTD)(PPh3)2]（A = O 或 S）。在温和的条件下，[OsH(Cl)(CO)(BTD)(PPh3)2] 复合物能水解乙炔甲苯、在温和条件下，络合物 [OsH(Cl)(CO)(BTD)(PPh3)2] 水解乙炔甲苯、乙炔和二(4-甲苯基)丁二炔，生成乙烯基络合物 [Os(CHCHR)Cl(CO)(BTD)(PPh3)2] （R = C6H4Me-4）、[Os(CHCH2)Cl(CO)(BTD)(PPh3)2] 和 [OsC(CCR)CHR}Cl(CO)(BTD)(PPh3)2]。络合物 [OsH(CO)(NCMe)2(PPh3)2]+ 与 HCCR 反应生成 [Os(CHCHR)(CO)(NCMe)2(PPh3)2]+，[Os(CHCHR)Cl(CO)(NCMe)(PPh3)2]+ 被 [NEt4]Cl 转化为 [Os(CHCHR)Cl(CO)(NCMe)(PPh3)2]。用 CNCMe3 或 CO 处理 [Os(CHCHR)Cl(CO)(BTD)(PPh3)2]，可得到 [Os(CHCHR)Cl(CO)(L)(PPh3)2]（L = CNCMe3 或 CO）。二硫代氨基甲酸酯复合物[Os(CHCHR)(S2CNMe2)(CO)(PPh3)2]和邻甲基四硼烷[Os(CHCHR)(B3H8)(CO)(PPh3)2]分别由[Os(CHCHR)Cl(CO)(BTD)(PPh3)2]与 Na[S2CNMe2] 和[NBun4][B3H8]反应生成、(pz=吡唑基)最初形成[Os(CHCHR)(CO)(PPh3)2η2-HB(pz)3}]，加热后转化为[Os(CHCHR)(CO)(PPh3)HB(pz)3}]。然而，在与 1,4,7-三硫杂环壬烷（[9]aneS3）发生相应反应生成 [Os(CHCHR)(CO)(PPh3)([9]aneS3)]+时，没有观察到中间体。炔基复合物[Os(CCR)Cl(CO)(BTD)(PPh3)2]是由(i)[OsH(Cl)(CO)(BTD)(PPh3)2]与[Hg(CCR)2]反应或(ii)[Os(CHCHR)Cl(CO)(BTD)(PPh3)2]与过量 HCCR 反应得到的。用 Na[S2CNMe2] 处理[Os(CCR)Cl(CO)(BTD)(PPh3)2]，或者用过量的 HCCR 处理[Os(CHCHR)(S2CNMe2)(CO)(PPh3)2]，可以得到[Os(CCR)(S2CNMe2)(CO)(PPh3)2]，也可以从[OsH(S2CNMe2)(CO)(PPh3)2]和[Hg(CCR)2]得到。Os(CCR)Cl(CO)(BTD)(PPh3)2] 中的 BTD 被 CNCMe3 取代，从而得到 [Os(CCR)Cl(CO)(CNCMe3)(PPh3)2]。
• π-Coordination of Silver and Copper to Mercury Bis-alkynyls:  Synthesis and Structural Characterization
  作者：Daniela Rais、D. Michael P. Mingos、Ramón Vilar、Andrew J. P. White、David J. Williams

  DOI：10.1021/om000564b

  日期：2000.11.1

  between the mercury−dialkynyl complexes [Hg(C⋮CR)2] (R = C6H5, −C6H4−CH3-4, and −C(CH3)3) and a series of Ag(I) and Cu(I) compounds are reported. Compounds with the general formula [Hg(C⋮CR)2Cu2(CH3CN)4][PF6]2, [Hg(C⋮CR)2M2(L)2]X2 (M = Ag, Cu; R = C6H5, −C6H4−CH3-4, and −C(CH3)3; L = 2,2‘-bipyridine, 1,10-phenanthroline; X = PF6 or BF4), and [Hg(C⋮CR)2Ag][BF4]}n (R = C6H5 and −C6H4−CH3-4) resulted from

  汞-二炔基配合物[Hg（C⋮CR）2 ]（R = C 6 H 5，-C 6 H 4 -CH 3 -4和-C（CH 3）3）与一系列Ag之间的反应报告了（I）和Cu（I）化合物。通式为[Hg（C⋮CR）2 Cu 2（CH 3 CN）4 ] [PF 6 ] 2，[Hg（C⋮CR）2 M 2（L）2 ] X 2（M = Ag， Cu； R ＝ C 6 H 5，-C 6 H 4-CH 3 -4和-C（CH 3）3；L = 2,2'-联吡啶，1,10-菲咯啉; X = PF 6或BF 4），和[Hg（C⋮CR）2 Ag] [BF 4 ]} n（R = C 6 H 5和-C 6 H 4 -CH 3 -4） 。在这些配合物中，银和铜原子与炔基的三键π配位。已经获得了其中三种配合物的晶体结构，证实了该配方，并且在两种情况下均显示出弱的阴离子··阳离子相互作用。[Hg（C⋮CTol）2 Ag] [BF 4]}
• Alkyneselenolate vs Selenoketenyl Coordination:  Synthesis and Reactivity of [Ir(SeC⋮CC₆H₄Me-4)(CO)(PPh₃)₂]
  作者：Robin D. Bedford、Paul J. Dyson、Anthony F. Hill、Alexander G. Hulkes、Christopher J. Yates

  DOI：10.1021/om980268n

  日期：1998.8.1

  [IrCl(CO)(PPh3)2] with LiSeC⋮CR (R = C6H4Me-4) provides [Ir(SeC⋮CR)(CO)(PPh3)2] (1), which undergoes oxidative addition reactions with oxygen, methyl iodide, benzeneselenenyl chloride and bis(4-tolylethynyl)mercury to provide the complexes [Ir(SeC⋮CR)(η2-O2)(CO)(PPh3)2] (2), [Ir(CH3)(SeC⋮CR)I(CO)(PPh3)2] (3), [Ir(CH3)I2(CO)(PPh3)2] (4), [IrCl(SePh)(SeC⋮CR)(CO)(PPh3)2] (5), and [Ir(C⋮CR)(HgC⋮CR)(SeC⋮CR)(CO)(PPh3)2]

  [IrCl（CO）（PPh 3）2 ]与LiSEC⋮CR（R = C 6 H 4 Me-4）的反应提供[Ir（SEC⋮CR）（CO）（PPh 3）2 ]（1），其中进行氧化与氧，甲基碘，氯化benzeneSElenenyl和双（4-甲苯基乙炔基）汞以提供复合物加成反应物[Ir（SEC⋮CR）（η 2 -O 2）（CO）（PPH 3）2 ]（2），[Ir（CH 3）（SEC⋮CR）I（CO）（PPh 3）2 ]（3），[Ir（CH 3）I 2（CO）（PPh 3）2 ]（4），[IrCl（SEPh）（SEC⋮CR）（CO）（PPh 3）2 ]（5）和[Ir（C⋮CR）（HgC⋮CR）（SEC⋮CR）（CO） （PPh 3）2 ]（6）。配合物1 - 3，和5，以及6各自包含通过硒与铱结合在单齿的方式alkyneSElenolate配体。