1,3-bis((trimethylstannyl)ethynyl)benzene | 838827-31-9

• 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: 1,3-bis((trimethylstannyl)ethynyl)benzene
• 英文别名: Trimethyl-[2-[3-(2-trimethylstannylethynyl)phenyl]ethynyl]stannane
• CAS: 838827-31-9
• 化学式: C₁₆H₂₂Sn₂
• 分子量: 451.771
• InChiKey: NNUQUZJMGUQFSW-UHFFFAOYSA-N

物化性质

• 沸点：
  378.1±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  trans-Fe(depe)₂I₂ 、 1,3-bis((trimethylstannyl)ethynyl)benzene 以 四氢呋喃 为溶剂， 反应 12.0h， 以90.5%的产率得到
  参考文献：
  名称：

  Structural and Electronic Variations of sp/sp² Carbon-Based Bridges in Di- and Trinuclear Redox-Active Iron Complexes Bearing Fe(diphosphine)₂X (X = I, NCS) Moieties

  摘要：

  Starting from the mononuclear precursor trans-Fe(depe)2I2 (depe = 1,2-bis(diethylphosphino)ethane), four dinuclear complexes IFe(depe)(2)-R-Fe(depe)(2)I, with R = 1,4-(-C C-C6H4-C C-) 1, 1,3-(-C C-C6H4-C C-) 2, 4,4'-(-C C-C6H4-C6H4-C C-) 3, and 2,5-(-C C-thiophene-C C-) 4, as well as a trinuclear complex, {I-Fe(depe)(2)(C C-)}3(1,3,5-C6H3)} 5, were prepared in a facile way by transmetalation from stannylated precursors. Substitution of the terminal iodides applying an excess of NaSCN yielded the corresponding isothiocyanate complexes 6-10 in very good yields. All complexes 1-10 are intrinsically functional due to the redox-active Fe centers embedded in a structurally rigid and covalent sp/sp(2) framework. 1-10 were characterized by NMR, IR, and Raman spectroscopy, as well as elemental analyses. X-ray diffraction studies were carried out for 1, 2, 4, 5, 6, 8, and 9. Cyclic voltammetry was employed to explore the redox behavior of 1-10. The 1,4-(-C C-C6H4-C C-) and the 2,5-(-C C-thiophene-C C-) bridged compounds 1, 4, 6, and 9 exhibit two fully reversible oxidation waves, while the 1,3-(-C C-C6H4-C C-) and 4,4'-(-C C-C6H4-C6H4-C C-) bridged dinuclear complexes and the trinuclear complexes show only one reversible oxidation wave corresponding to 2 e(-) and 3 e(-) processes, respectively. Calculations were carried out for truncated model complexes to determine the HOMO/LUMO energies. The DFT results confirmed that by changing the sp/sp(2) bridging ligand, tuning of the energies of the molecular orbitals and modifying of the HOMO-LUMO gap Delta E(H-L) and the chemical hardness are possible.

  DOI：

  10.1021/om500602m
• 作为产物：
  描述：

  1,3-双[(三甲基硅甲基)乙炔基]苯 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 1,3-bis((trimethylstannyl)ethynyl)benzene
  参考文献：
  名称：

  Synthesis of a bifunctional boron-Lewis acid and studies on host-guest chemistry using pyridine and TMPD

  摘要：

  基于先前描述的具有硼功能距离为4.918(2) Å的双功能Lewis酸，展示了开发具有更宽功能距离的双功能、含硼Lewis酸的进展。再次使用了一种含锡前体，并通过锡-硼交换引入了Lewis酸性硼功能团。通过NMR实验和使用吡啶和TMPD（N1,N1,N4,N4-四甲基苯-1,4-二胺）作为Lewis碱性客体的固态结构，展示了这类化合物用于形成宿主-客体复合物的一般适用性。通过分解产物的结构阐明，研究了微量水分对含硼双功能Lewis酸的影响。

  DOI：

  10.1515/znb-2021-0175

文献信息

• New Access to Homodinuclear Half‐Sandwich Vinylidenemanganese Complexes
  作者：Koushik Venkatesan、Thomas Fox、Helmut W. Schmalle、Heinz Berke

  DOI：10.1002/ejic.200400686

  日期：2005.3

  4-C 4 H 2 S}) and R 2 PCH 2 CH 2 PR 2 (R = Me, Et) at 50 °C for 12 h to yield the corresponding dinuclear complexes in very good yields. These dinuclear tin-substituted vinylidene complexes were further treated with an excess of MeOH to give the corresponding dinuclear parent vinylidene complexes of the type [Mn(MeC 5 H 4 )(R 2 PCH 2 CH 2 PR 2 )=C=C(H)} 2 X}] (X = μ-1,4-C 6 H 4 }, R = Me, 6a; X =

  [Mn(MeC 5 H 4 )(R 2 PCH 2 CH 2 PR 2 )=C=C(SnMe 3 )} 2 X}] ( X = μ-1,4-C 6 H 4 }, R = Me, 2a; X = μ-1,4-C 6 H 4 }, R = Et, 2b; X = μ-1,3 -C 6 H 4 }, R = Me, 3a; X = μ-1,3-C 6 H 4 }, R = Et, 3b; X = μ-4,4-C 6 H 4 -C 6 H 4 }, R = Me, 4a; X = μ-4,4-C 6 H 4 -C 6 H 4 }, R = Et, 4b; X = μ-1,4-C 4 H 2 S }, R = Me, 5a; X = μ-1,4-C 4 H 2 S}, R = Et, 5b) 由[Mn(C 5 H 4 Me) (η 6 -环庚三烯)] 与 0.5 当量。相应的乙炔
• Mono‐ and Dinuclear High‐Spin Half‐Sandwich Manganese( <scp>II</scp> ) Complexes Containing Acetylide and TMEDA Ligands
  作者：Sohrab Kheradmandan、Thomas Fox、Helmut W. Schmalle、Koushik Venkatesan、Heinz Berke

  DOI：10.1002/ejic.200400006

  日期：2004.9

  half-sandwich complexes [Mn(C≡CR)(MeC5H4)(tmeda)] (R = SiMe32; Ph 3; tBu 4; C≡CSiMe35; C≡CPh 6; tmeda = N,N,N′,N′-tetramethylethylenediamine) were prepared by the reaction of [Mn(MeC5H4)2(tmeda)] (1) with 1 equiv. of the corresponding acetylene or the trimethyltin acetylide. The dinuclear complexes [Mn(C≡C−C≡CSiMe3)2(tmeda)]2 (7) and [Mn2(MeCp)2(μ1-tBuC≡C)2(μ1-tmeda)] (8), which contain Mn−Mn bonds,

  d5 高自旋 MnII 半夹心复合物 [Mn(C≡CR)(MeC5H4)(tmeda)] (R = SiMe32; Ph 3; tBu 4; C≡CSiMe35; C≡CPh 6; tmeda = N,N, N',N'-四甲基乙二胺）通过 [Mn(MeC5H4)2(tmeda)](1) 与 1 当量的反应制备。相应的乙炔或三甲基锡乙炔化物。双核配合物[Mn(C≡C-C≡CSiMe3)2(tmeda)]2(7)和[Mn2(MeCP)2(μ1-tBuC≡C)2(μ1-tmeda)](8)，其中含有Mn-Mn 键是通过分别用过量的 HC≡C-C≡CSiMe3 或 HC≡CtBu 处理 1 来合成的。[(MeC5H4)(tmeda)MnC≡C− X−C≡CMn(tmeda)(C5H4Me)] [X = 1,3- 9; 1,4- 10；4,4'-(C6H4)211] 是通过用 0.5 当量处理