(2,6-bis(2,4,6-trimethylphenyl)phenyl)chlorostannylene | 380457-53-4

• 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: (2,6-bis(2,4,6-trimethylphenyl)phenyl)chlorostannylene
• 英文别名: [(2,6-Mes₂C₆H₃)SnCl]₂；(2,6-dimesitylphenyl)chlorostannylene；^MesTerSnCl；(2,6-Mes₂C₆H₃)SnCl；2,6-dimesitylphenyltin chloride；m-terphenyl tin(II) chloride；[2,6-Bis(2,4,6-trimethylphenyl)phenyl]-chlorotin
• CAS: 380457-53-4
• 化学式: C₂₄H₂₅ClSn
• 分子量: 467.626
• InChiKey: LKTLBEBOLJWQOD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (2,6-bis(2,4,6-trimethylphenyl)phenyl)chlorostannylene 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 0.17h， 生成 [(2,6-Mes₂)C₆H₃Sn]2C₁₂H₈C₂HPh
  参考文献：
  名称：

  Reversibility in Reactions of Linker-Bridged Distannenes with Terminal Alkynes at Ambient Temperature

  摘要：

  The linker-bridged distannene [(2,6-Mes(2))-C6H3Sn](2)C12H8 (1) featuring an acenaphthene linker and the sterically demanding terphenyl substituent Ar-Me (= C6H3-2,6-Mes(2); Mes = C6H2-2,4,6-Me-3) was prepared and characterized by single-crystal analysis, NMR spectroscopy, as well as elemental analysis. Furthermore, the reactivity of distannene 1 and previously reported distannenes 2 and 3, bearing either a naphthalene or a 9,9-dimethylxanthene backbone and the terphenyl substituent Ar-Me, as well as bis(stannylene) 4, featuring a 9,9-dimethylxanthene backbone and the terphenyl substituent Ar-iPr (= C6H3-2,6-Trip(2); Trip = C6H2-2,4,6-i-Pr-3), toward terminal alkynes at ambient temperature was investigated, leading to the formal [2 + 2] cycloaddition products 5-9. The reactions of distannene 1 with trimethylsilylacetylene and phenylacetylene, the reaction of distannene 2 with trimethylsilyl-acetylene, as well as the reaction of bis(stannylene) 4 with phenylacetylene show reversibility, while distannenes 2 and 3 react irreversibly with phenylacetylene at room temperature. A van't Hoff analysis of variable-temperature H-1 NMR spectra of the cycloadduct of the reaction of distannene 1 with trimethylsilylacetylene afforded a dissociation enthalpy (Delta H-diss) of 71.6 kJ.mol(-1), which is in surprisingly good agreement with the results of accompanying DFT calculations (Delta H-diss = 70.9 kJ.mol(-1)).

  DOI：

  10.1021/acs.inorgchem.5b00896
• 作为产物：
  描述：

  2-溴-1-[4-(甲基硫烷基)苯基]乙-1-酮 、 tin(ll) chloride 以 乙醚 为溶剂， 反应 4.0h， 以44.2%的产率得到(2,6-bis(2,4,6-trimethylphenyl)phenyl)chlorostannylene
  参考文献：
  名称：

  Tezazastannoles与distannadiazanes –关于锡（ii）来源的问题†

  摘要：

  各种锡（II）化合物如MES * 2的Sn（MES * = 2,4,6-三-叔丁基苯基），锡[N（森达3）2 ] 2和TerSnCl（TER = 2,6-双（ 2,4,6-三甲基苯基）苯基）很容易被有机叠氮化物氧化而释放出N 2，从而形成氮锡化合物。取决于所使用的Sn（II）化合物，与叠氮化两个当量导致形成tetrazastannoles的（R反应2 Ñ 4 SNR' 2）或环distannadiazanes [R 2的Sn（μ-NR'）] 2。反应性与有机叠氮化物的电子状态无关。另外，在Me 3 SiN 3存在下，Mes * 2 Sn形成R（R'）Sn（N（SiMe 3）2）N 3类型的酰胺基叠氮基化合物。据推测，在第一步中形成了相应的四氮杂锡，然后进行开环反应。Sn [N（SiMe 3）2 ] 2与Me 3 SiN 3的反应也是如此，而即使长时间加热，TerSnCl在Me 3 SiN 3的存在下也没有反应。

  DOI：

  10.1039/c8dt04295k

文献信息

• Reversible Activation and Transfer of White Phosphorus by Silyl‐Stannylene
  作者：Debotra Sarkar、Catherine Weetman、Dominik Munz、Shigeyoshi Inoue

  DOI：10.1002/anie.202013423

  日期：2021.2.15

  Use of a silyl supported stannylene (MesTerSn(SitBu3) [MesTer=2,6‐(2,4,6‐Me3C6H2)2C6H3] enables activation of white phosphorus under mild conditions, which is reversible under UV light. The reaction of a silylene chloride with the activated P4 complex results in facile P‐atom transfer. The computational analysis rationalizes the electronic features and high reactivity of the heteroleptic silyl‐substituted

  使用甲硅烷基负载的亚锡基（Mes TerSn（Si t Bu 3）[ Mes Ter = 2,6-（2,4,6-‐Me 3 C 6 H 2）2 C 6 H 3）可以在温和的条件下活化白磷氯化硅与活化的P 4配合物的反应导致了P原子的转移，计算分析使杂芳基甲硅烷基取代的亚锡的电子特性和高反应性变得合理。先前报道了双（芳基）亚锡。
• Manganese–Tin Triple Bonds: A New Synthetic Route to the Manganese Stannylidyne Complex Cation <i>trans</i>-[H(dmpe)₂Mn≡Sn(C₆H₃-2,6-Mes₂)]⁺ (dmpe = Me₂PCH₂CH₂PMe₂, Mes = 2,4,6-Trimethylphenyl)
  作者：Alexander C. Filippou、Priyabrata Ghana、Uttam Chakraborty、Gregor Schnakenburg

  DOI：10.1021/ja406290t

  日期：2013.8.7

  elimination the chlorostannylidene complex trans-[H(dmpe)2Mn═Sn(Cl)(C6H3-2,6-Mes2)] (2), which upon treatment with Na[B(C6H3-3,5-(CF3)2)4] and Li[Al(OC(CF3)3)4] was transformed quantitatively into the stannylidyne complex salts trans-[H(dmpe)2Mn≡Sn(C6H3-2,6-Mes2)]A [A = B(C6H3-3,5-(CF3)2)4 (3a), Al(OC(CF3)3)4 (3b)]. Complexes 2 and 3a/3b were fully characterized, and the structures of 2 and 3a were determined

  报道了一种利用二氢配合物消除 H2 倾向的锰-锡三键复合物的新方法。18 价电子二氢氢化锰络合物 [MnH(η(2)-H2)(dmpe)2] (1) (dmpe = Me2PCH2CH2PMe2) 与氯化有机锡 (II) SnCl(C6H3-2,6-) 的反应Mes2)（Mes = 2,4,6-三甲基苯基）通过 H2 消除选择性地提供氯亚锡基配合物反式-[H(dmpe)2Mn=Sn(Cl)( -2,6-Mes2)] (2)，其在用 Na[B( -3,5-(CF3)2)4] 和 Li[Al(OC( )3)4] 处理后，定量转化为亚甲炔基配合盐反式-[H(dmpe)2Mn≡Sn ( -2,6-Mes2)]A [A = B( -3,5-( )2)4 (3a)，Al(OC( )3)4 (3b)]。配合物 2 和 3a/3b 被完全表征，2 和 3a 的结构由单晶
• Cationic Stannylenes: In Situ Generation and NMR Spectroscopic Characterization
  作者：Christian P. Sindlinger、Frederik S. W. Aicher、Lars Wesemann

  DOI：10.1021/acs.inorgchem.6b02377

  日期：2017.1.3

  The reaction of MeNHC (MeNHC = 1,3,4,5-tetramethylimidazolylidene, where NHC = N-heterocyclic carbene) adducts to organotin(II) hydrides Ar*SnH and Ar′SnH [Ar* = 2,6-Trip2C6H3, where Trip = 2,4,6-triisopropylphenyl; Ar′ = 2,6-Mes2C6H3, where Mes = 2,4,6-trimethylphenyl)] with Lewis acids such as B(C6F5)3 or [CPh3]+ allows the abstraction of hydride and thus the generation of cationic, dicoordinate

  的反应我NHC（我NHC = 1,3,4,5- tetramethylimidazolylidene，其中NHC = N-杂环卡宾）加合物的有机锡（II）氢化物的Ar * SNH和Ar'SnH [氩* = 2,6-旅行2 C 6 H 3，其中Trip ＝ 2,4,6-三异丙基苯基；Ar'= 2,6-Mes 2 C 6 H 3，其中Mes = 2,4,6-三甲基苯基）]与路易斯酸，例如B（C 6 F 5）3或[CPh 3 ] +允许氢化物的提取并因此生成阳离子，双配位双（σ-C）取代的亚锡[ArSn（NHC）] +。通过NMR光谱研究了该阳离子亚锡的据称是双配位的结构，并得到密度泛函理论计算的进一步支持。对于Ar'SnH（Me NHC），发现所生成的阳离子在空间上受不适当的限制，从而允许形成加合物[Ar'（NHC）Sn–Sn（H）（NHC）Ar'] +，形容为正式的1,2-二苯三烯的质子化bis（NHC）加合物。
• Chemistry of Stannylene-Based Lewis Pairs: Dynamic Tin Coordination Switching Between Donor and Acceptor Character
  作者：Kilian M. Krebs、Sarah Freitag、Hartmut Schubert、Birgit Gerke、Rainer Pöttgen、Lars Wesemann

  DOI：10.1002/chem.201406486

  日期：2015.3.16

  The coordination chemistry of cyclic stannylene‐based intramolecular Lewis pairs is presented. The P→Sn adducts were treated with [Ni(COD)2] and [Pd(PCy3)2] (COD=1,5‐cyclooctadiene, PCy3=tricyclohexylphosphine). In the isolated coordination compounds the stannylene moiety acts either as an acceptor or a donor ligand. Examples of a dynamic switch between these two coordination modes of the PSn ligand

  介绍了环亚锡基分子内路易斯对的配位化学。用[Ni（COD）2 ]和[Pd（PCy 3）2 ]（COD = 1,5-环辛二烯，PCy 3 =三环己基膦）处理P→Sn加合物。在分离的配位化合物中，亚锡烷基部分充当受体或供体配体。举例说明了PSn配体的这两种配位模式之间的动态转换实例，并讨论了固态结构以及异核NMR光谱学发现。对于Ni 0络合物，提出了未配位和配位的磷杂环丁烷配体的119 SnMössbauer光谱。
• Synthesis, Structures, and Spectroscopy of the Metallostannylenes (η⁵-C₅H₅)(CO)₃M−S̈n−C₆H₃-2,6-Ar₂ (M = Cr, Mo, W; Ar = C₆H₂-2,4,6-Me₃, C₆H₂-2,4,6-Prⁱ₃)
  作者：Barrett E. Eichler、Andrew D. Phillips、Scott T. Haubrich、Benjamin V. Mork、Philip P. Power

  DOI：10.1021/om020583g

  日期：2002.12.1

  distances predicted from metallic and covalent radii or those observed in related tin(IV)−transition-metal species. The compounds were also characterized by IR and UV−vis spectroscopy as well as 1H, 13C, and 119Sn NMR spectroscopy. The 119Sn NMR spectra displayed singlet resonances whose chemical shifts were in the range 2116−2650 ppm. These shifts were consistent with the two-coordination at tin. With

  所述metallostannylene化合物（η 5 -C 5 H ^ 5）（CO）3 MSnC 6 ħ 3 -2,6-MES 2（MES = C 6 H ^ 2 -2,4,6--ME 3 ; M =铬（1） ，钼（2），W（3）），（η 5 -C 5 H ^ 5）（CO）3 MSnC 6 ħ 3 -2,6-跳闸2（跳闸= C 6 H ^ 2 -2,4,6- Pr i 3 ; M = Cr（4），Mo（5），W（6）），和（η 5 -1,3-卜吨Ç 6 ħ 3）MoSnC 6 ħ 2 -2,6-跳闸2（7通过适当的aryltin的反应合成）（II）与环戊二烯基羰基金属盐的碱金属盐卤化。的化合物，其分离为紫色（1 - 6）或绿松石（7）晶体，在锡处是具有V形两坐标几何形状的单体。锡-过渡金属键比金属和共价半径预测的距离或在相关锡（IV）-过渡金属物种中观察到的距离稍长。还通过IR和UV-vis光谱以及1