LiSCCSiMe3 | 62785-85-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: LiSCCSiMe3
• 英文别名: Lithium;2-trimethylsilylethynethiolate
• CAS: 62785-85-7
• 化学式: C₅H₉LiSSi
• 分子量: 136.219
• InChiKey: QPQYVQUHGOGATD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.62
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  LiSCCSiMe3 生成 (phenylbuta-1,3-diynylthio)(trimethylsilylethynylthio)methane
  参考文献：
  名称：

  A Traceless Tether Strategy for Achieving Formal Intermolecular Hexadehydro-Diels–Alder Reactions

  摘要：

  A synthetic strategy formally equivalent to an intermolecular hexadehydro-Diels-Alder (HDDA) reaction is described. Sulfur-based linkers were designed and constructed by joining terminal alkynes or diynes using alkyne thiolate chemistry. The resulting tetraynes and triynes successfully underwent HDDA cyclization and benzyne trapping. Linker removal by reductive desulfurization was uneventful. The strategy was also found suitable for the tetradehydro-Diels Alder (TDDA) reaction.

  DOI：

  10.1021/acs.orglett.8b02473
• 作为产物：
  描述：

  三甲基乙炔基硅 在 正丁基锂 、 sulfur 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.25h， 生成 LiSCCSiMe3
  参考文献：
  名称：

  A Traceless Tether Strategy for Achieving Formal Intermolecular Hexadehydro-Diels–Alder Reactions

  摘要：

  A synthetic strategy formally equivalent to an intermolecular hexadehydro-Diels-Alder (HDDA) reaction is described. Sulfur-based linkers were designed and constructed by joining terminal alkynes or diynes using alkyne thiolate chemistry. The resulting tetraynes and triynes successfully underwent HDDA cyclization and benzyne trapping. Linker removal by reductive desulfurization was uneventful. The strategy was also found suitable for the tetradehydro-Diels Alder (TDDA) reaction.

  DOI：

  10.1021/acs.orglett.8b02473

文献信息

• The rates of monometallation of alkylphenylacetylenes
  作者：James Y. Becker

  DOI：10.1016/s0022-328x(00)84192-3

  日期：1977.2

  Alkylphenylacetylenes, C6H5CCCH2R, have been metallated at the propargylic positions with an excess of n-butyllithium in diethyl ether at 0°C. Mono- and di-silyl derivatives have been isolated by quenching the metallation mixtures with Me3SiCl at different times. Pseudo-first order rate constants have been calculated for the monometallation from the rate of formation of the silylated products. A Taft

  Alkylphenylacetylenes，C 6 H ^ 5 CCCH 2 R，已经被用在二乙醚中的过量的正丁基锂的炔位置金属化在0℃。通过在不同时间用Me 3 SiCl淬灭金属化混合物可以分离出单甲硅烷基和二甲硅烷基衍生物。已经从甲硅烷基化产物的形成速率计算了单金属化的伪一级反应速率常数。塔夫脱相关性给出ρ *＝ 1.8。
• Alkynethiolato and Alkyneselenolato Ruthenium Half-Sandwich Complexes:  Synthesis, Structures, and Reactions with (η⁵-C₅H₅)₂Zr
  作者：Yusuke Sunada、Yuji Hayashi、Hiroyuki Kawaguchi、Kazuyuki Tatsumi

  DOI：10.1021/ic010826h

  日期：2001.12.1

  alkyneselenolato complexes of ruthenium, CpRu(PPh(3))(2)(EC(triple bond)CR) (Cp = eta(5)-C(5)H(5); E = S, R = Ph (1a), SiMe(3) (1b), (t)Bu (1c); E = Se, R = Ph (2a), SiMe(3) (2b)), were synthesized by the reactions of CpRuCl(PPh(3))(2) with corresponding lithium alkynechalcogenolates in THF. An analogous reaction of Cp*RuCl(PEt(3))(2) (Cp* = eta(5)-C(5)Me(5)) with LiSC(triple bond)CPh produced Cp*Ru(PEt(3))(2)(SC(triple

  钌的烷基硫醇和炔属醇络合物CPRu（PPh（3））（2）（EC（三键）CR）（CP = eta（5）-C（5）H（5）; E = S，R = Ph（ 1a），SiMe（3）（1b），（t）Bu（1c）; E = Se，R = Ph（2a），SiMe（3）（2b）），是通过CPRuCl（PPh（3） ））（2）与相应的炔硫醇锂在THF中的溶液。CP * RuCl（PEt（3））（2）（CP * = eta（5）-C（5）Me（5））与LiSC（三键）CPh的类似反应产生CP * Ru（PEt（3） ）（2）（SC（三键）CPh）（3）。使配合物1a和2a在THF中与“ CP（2）Zr”反应，该反应原位生成自CP（2）ZrCl（2）和2当量的n-BuLi，S-桥连的Ru-Zr双核配合物CPRu（PPh（3））（C（三键）CPh）（mu-S）ZrCP（2）（4a）和CPRu（PPh（3））（C（三键）CPh）（mu-Se）ZrCP（
• Bistrimethylsilylthioketen: a versatile reagent for thioketen-based syntheses
  作者：Stephen J. Harris、David R. M. Walton

  DOI：10.1039/c39760001008

  日期：——

  The stable thioketen, (Me3Si)2CCS (1), reacts with alcohols and amines to give O-alkyl thio-esters Me3SiCH2C(S)OR (2), and thioamides, Me3SiCH2C(S)NR2(3), which can be desilylated or metallated for further use in synthesis; the isomeric Me3SiCCSSiMe3(8) thermally rearranges to (1).

  稳定的硫酮（Me 3 Si）2 C C S（1）与醇和胺反应生成O-烷基硫代酯Me 3 SiCH 2 C（S）OR（2）和硫代酰胺Me 3 SiCH 2 C（S）NR 2（3），可以被去甲硅烷基化或金属化以进一步用于合成；异构的Me 3 SiC CSSiMe 3（8）热重排为（1）。
• Schaumann, Ernst; Lindstaedt, Joerg, Chemische Berichte, 1983, vol. 116, # 5, p. 1728 - 1738
  作者：Schaumann, Ernst、Lindstaedt, Joerg

  DOI：——

  日期：——
• Alkynethiolate ligands in the syntheses of iron carbonyl derivatives. Crystal structure of [(η5-C5H5)Fe(CO)2(SCCSiMe3)]
  作者：Esther Delgado、Bruno Donnadieu、Silvia Garcı́a、Félix Zamora

  DOI：10.1016/s0022-328x(01)01444-9

  日期：2002.4

  The complexes [(eta(5)-C5H5)Fe(CO)(2)(SCdropCR)] (R = 'Bu, SiMe3) have been obtained by reaction of [(eta(5)-C5H5)Fe(CO)(2)I] and the corresponding LiSCdropCR. These are the first examples of mononuclear iron compounds containing alkynethiolate ligands. The crystal structure of [(eta(5)-C5H5)Fe(CO)(2)(SCdropCSiMe(3))] has been determined by X-ray diffraction. The role of [(eta(5)-C5H5)Fe(CO)(2)(SCdropCSiMe(3))] as a metalloligand in its reactions with metal carbonyls has been explored. (C) 2002 Elsevier Science B.V. All rights reserved.