(trimethylsilyl)(trimethylstannyl)butadiyne | 72965-79-8

• 分子结构分类: 有机化合物 - 乙炔化物 - 金属乙炔化物
• 英文名称: (trimethylsilyl)(trimethylstannyl)butadiyne
• 英文别名: Trimethyl[4-(trimethylstannyl)buta-1,3-diyn-1-yl]silane；trimethyl(4-trimethylstannylbuta-1,3-diynyl)silane
• CAS: 72965-79-8
• 化学式: C₁₀H₁₈SiSn
• 分子量: 285.048
• InChiKey: QNDODOIGNITYCE-UHFFFAOYSA-N

物化性质

• 沸点：
  228.4±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  (1,2-bis(dimethylphosphino)ethane)2CrCl2 、 (trimethylsilyl)(trimethylstannyl)butadiyne 以 苯 为溶剂， 以75%的产率得到trans-(H3C)3SiC4Cr((CH2P(CH3)2)2)2Cl
  参考文献：
  名称：

  双核和单核乙酰铬配合物

  摘要：

  反式-Cl2Cr(dmpe)2 (1) [dmpe = 1,2-双（二甲基膦基）乙烷] 与 0.5 当量的反应。Me3Sn–C≡C–C≡C–SnMe3 或 Me3Sn–C≡C–C6H4–C≡C–SnMe3 得到双核配合物 trans-[Cl(dmpe)2Cr≡C–C≡C–C≡Cr(dmpe )2Cl] (2)、反式-[Cl(dmpe)2Cr–C≡C–C≡C–Cr(dmpe)2Cl][SnMe3Cl2]2 (2[SnMe3Cl2]2) 和反式-[Cl(dmpe) 2Cr–C≡C–C6H4–C≡C–Cr(dmpe)2Cl][SnMe3Cl2]2 (3[SnMe3Cl2]2)，可以转化为 2[PF6]2 和 3[BPh4]2 盐。进行2中的氯基团的取代以获得相应的碘(4)和(三甲基甲硅烷基)炔基(5)配合物。仅使用 1 当量即可使用类似的反应和处理。相应的炔基配体 [Me3Sn–C≡C–R (R

  DOI：

  10.1002/ejic.201100929
• 作为产物：
  描述：

  (Trimethylsilyl)butadiyne 、 三甲基氯化锡 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 4.0h， 以88%的产率得到(trimethylsilyl)(trimethylstannyl)butadiyne
  参考文献：
  名称：

  以X [PtC CC CC CC C] m PtX段为特征的双铂，三铂和四铂络合物的金属丝；迭代合成和功能化，用于测量单分子性质†

  摘要：

  （p- tol 3 P）2 PtCl 2与Me 3 Sn（C C）2 SiMe 3（1：1 / THF /回流）的反应产生单取代的反式-Cl（p- tol 3 P）2 Pt（C C）2森达3（63％），其与湿ñ -Bu 4 ñ + ˚F -产生反式-Cl（p -tol 3 P）2的Pt（C C）2 H（2，占96％）。干草氧化自偶联（O 2 /氯化亚铜/ TMEDA）给出清一色反-Cl（p -tol 3 P）2的Pt（C C）4的Pt（P p -tol 3）2 Cl（上3，68％）。的反应3和Me 3 Sn的（C C）2森达3（1：1 / RT），得到单取代清一色反-Cl（p -tol 3 P）2的Pt（C C）4的Pt（P p -tol 3）2（CC）2 SiMe 3（46％），通过相似的去甲硅烷基/均偶联序列转化为全反式-Cl [（p -tol 3 P）2 Pt（C C）4 ] 3 Pt（P

  DOI：

  10.1039/c9dt00870e

文献信息

• sp Carbon Chains Surrounded by sp³ Carbon Double Helices:  Directed Syntheses of Wirelike Pt(C⋮C)<i>_n</i>Pt Moieties That Are Spanned by Two P(CH₂)<i>_m</i>P Linkages via Alkene Metathesis
  作者：Laura de Quadras、Eike B. Bauer、Wolfgang Mohr、James C. Bohling、Thomas B. Peters、José Miguel Martín-Alvarez、Frank Hampel、John A. Gladysz

  DOI：10.1021/ja071612n

  日期：2007.7.1

  termini-spanning diphosphines and trans,trans-(C6F5)(Ph2P(CH2)mPPh2)Pt(CC)nPt(Ph2P(CH2)mPPh2)(C6F5) with trans-spanning diphosphines (m = 2m' + 2; n = 4, 6). The latter (n = 4) are independently synthesized by similar metatheses/hydrogenations of 1a-d to give trans-(C6F5)(Ph2P(CH2)mPPh2)PtCl (49-59%), followed by analogous introductions of (CC)4 chains (66-77%). Crystal structures of complexes with termini-spanning

  反式-(C6F5)(Ph2P(CH2)m'CH= )2PtCl (1; m' = a, 6; b, 7; c, 8; d, 9; e, 10) 和 H(CC) 的反应2H (HNEt2, cat. CuI) 得到反式-( )(Ph2P( )m'CH= )2Pt(CC)2H（3a-e，80-95%）。3a-d 在干草条件下（O2，cat. CuCl/TMEDA，丙酮）的氧化同源偶联产生反式，反式-( )(Ph2P( )m'CH= )2Pt(CC)4Pt(Ph2P( )m 'CH= )2( )（4a-d，64-84%）。在 Hay 条件下用过量 HCCSiEt3 处理 3c-e 得到反式-( )(Ph2P( )m'CH= )2Pt(CC)3SiEt3 (56-73%)。同源偶联（n-Bu4N+ F-、Me3SiCl、Hay 条件）提供
• 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
• Synthetic Access to Half-Sandwich Manganese C₄ Cumulenic Complexes
  作者：Koushik Venkatesan、Olivier Blacque、Thomas Fox、Montserrat Alfonso、Helmut W. Schmalle、Heinz Berke

  DOI：10.1021/om049551e

  日期：2004.9.1

  The vinylalkynyl complexes Mn(C5H4R')(R"2PCH2CH2PR"(2))(=C CSnPh3C=-CSnPh3) (5, 6) were obtained in good yields by treatment of Mn(C5H4R')(eta(6)-cycloheptatriene) (R' = H (1a), Me (1b)) with 1 equiv of Ph(3)SnCdropCCdropCSnPh(3) and R"2PCH2CH2PR"(2) (R" = CH3 (dmpe), C2H5 (depe)). The theoretically characterized (DFT) C-4 cumulenic species Mn(C5H4R')(R"2PCH2CH2PR"(2))=C=C=C C(SnPh3)(2)} (7, 8) were obtained by photolysis of the tin-substituted vinylalkynyl complexes 5 and 6. Subsequently 7 and 8 could be converted into the parent cumulenic species Mn(C5H4R')(R"2PCH2CH2PR"(2))=C=C=C=C(H)(2)} (9, 10) by reacting complexes 7 and 8 with TBAF (5% H2O) at -40 degreesC. The difference in the thermodynamic stabilities between the complexes 7 and 8 and complexes 9 and 10 was traced by DFT calculations using Mn(C5H5)(dHpe)=C=C=C=C(SnMe3)(2)} (4-H) and Mn(C5H5)(dHpe)=C=C=C=CH2} (9-H) as model complexes. Treatment of the vinylalkynyl complex with an excess of MeOH led to the formation of a dinuclear complex with a C-8 chain between two manganese centers. The cumulenic complexes and the vinylalkynyl complexes were characterized by NMR and vibrational spectroscopy and elemental analyses. An X-ray diffraction study has been performed on complex 4b.
• Longitudinally Extended Molecular Wires Based upon PtC⋮CC⋮CC⋮CC⋮C Repeat Units:  Iterative Syntheses of Functionalized Linear PtC₈Pt, PtC₈PtC₈Pt, and PtC₈PtC₈PtC₈Pt Assemblies
  作者：Qinglin Zheng、Frank Hampel、J. A. Gladysz

  DOI：10.1021/om049353n

  日期：2004.12.1

  Condensations of (p-tol(3)P)(2)PtCl2 with Me-3-SnCequivalent toCCequivalent toCSiMe(3) and HCequivalent toCCequivalent toCSiMe(3) give mono- or bis((trimethylsilyl)butadiynyl) complexes that are desilylated and elaborated by oxidative cross-couplings and homocouplings to give the title compounds trans-Cl[(ptol(3)P)(2)PtCequivalent toCCequivalent toCCequivalent toCCequivalent toC](m)Pt(P-p-tol(3))(2)Cl (m = 1-3).
• [W(CO)(dppe)₂] Cumulenylidene and Acetylide Complexes Accessed via Stannylated Acetylenes and Butadiynes
  作者：Sergey N. Semenov、Olivier Blacque、Thomas Fox、Koushik Venkatesan、Heinz Berke

  DOI：10.1021/om100702x

  日期：2010.12.13

  The tungsten butatrienylidenes [cis-W(CO)(dppe)(2)C=C=C=C(R)(SnMe3)}] (R = SnMe3 (2) and SiMe3 (3); dppe = 1,2-bis(diphenylphosphinoethane)) were prepared from the reactions of [trans-W(CO)(N-2)(dppe)(2)] (1) and the respective butadiynes displaying a 1,4-shift of the respective SnMe3 groups along the butadiyne chains. Stannyl deprotection of 2 with NBu4F center dot 3H(2)O led to the anionic butadiyne derivative [trans-W(CO)(dppe)(2)(C CC CH)][NBu4] (10). The reaction of 1 with stannylated acetylenes gave the vinylidene derivatives [cis-W(CO)(dppe)(2)C=C(SnMe3)(R)}](R = Ph (5) or SnMe3 (6)), which lost a SnMe3 group, yielding W(I) acetylides of the type [trans-W(CO)(dppe)(2)(C CR)] (R = Ph (7), SnMe3 (8), and SiMe3 (9)). They were studied by cyclic voltammetry and EPR spectroscopy.