2,2-dibutyl-1,3,2-dithiastannolane | 7191-30-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: 2,2-dibutyl-1,3,2-dithiastannolane
• CAS: 7191-30-2
• 化学式: C₁₀H₂₂S₂Sn
• 分子量: 325.127
• InChiKey: MRACPZUPJAXOML-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-庚酮 、 2,2-dibutyl-1,3,2-dithiastannolane 在 dibutylstannanediyl bis(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以74%的产率得到2-methyl-2-pentyl-1,3-dithiolane
  参考文献：
  名称：

  Differentiation between carbonyls and acetals in 1,3-dithiane and 1,3-dithiolane synthesis catalyzed by organotin triflates

  摘要：

  Carbonyls and acetals are converted to 1,3-dithianes and -dithiolanes upon treatment with 2-stanna-1,3-dithianes and -dithiolanes under catalysis by organotin triflates. In these competition reactions, various types of carbonyls and acetals are differentiated. Aldehydes react preferentially over ketones, but the preference is completely reversed in the competition reactions between the corresponding acetals and ketals. The reactivity of aliphatic aldehydes is greater than that of the acetals of aliphatic aldehydes and ketones. Conversely, an aromatic acetal is more reactive than its parent aldehyde. In the competition between aromatic and aliphatic aldehydes, the reaction of the latter predominates. However, aromatic acetals react preferentially over aliphatic acetals. Ketones of different types are also differentiated. No such discrimination can be achieved by conventional methods. Organotin triflates are capable of detecting subtle differences in the reactivity of carbonyls and acetals. Such unique differentiation can be explained in terms of the dependence of the reaction path on the substrate: the reactions of carbonyls are initiated by coordination to tin, whereas the reactions of acetals proceed via oxocarbenium ion intermediates.

  DOI：

  10.1021/jo00070a038
• 作为产物：
  描述：

  bis(tri-n-butylstannyl) ethane dithiolate 以4%的产率得到
  参考文献：
  名称：

  BOPOHKOB M. G.; MIRSKOV R. G.; KUZNETSOVA G. V.; ALBANOV A. I., ZH. OBSHCH. XIM., 1981, 51, HO 9, 2007-2010

  摘要：

  DOI：

文献信息

• Macrocyclisation en series lactone, thiolactone et lactame à motif ethylenedioxy
  作者：N. Leygue、C. Picard、P. Tisnes、L. Cazaux

  DOI：10.1016/s0040-4020(01)81441-1

  日期：1988.1

  The orientation of the macrocyclizacion reaction leading to the di or tetrafunctional titled compounds has been studied for 12 and 24 membered rings containing ethylene dioxy moieties. The reactions were carried out from not activated diol, dithiol or diamine and from their silyl and stannyl derivatives. They were not performed at high dilution. The intracyclic oxygen atoms had a strong influence on

  对于包含乙二氧基部分的12和24元环，已经研究了导致二官能或四官能标题化合物的大环化反应的取向。反应是由未活化的二醇，二硫醇或二胺以及它们的甲硅烷基和苯乙烯基衍生物进行的。它们不是在高稀释度下进行的。环内氧原子对环化朝向单体的取向有很大影响。然而，也可能以10至40％的产率获得二聚体形式。
• Influence of the rigid spacer to macrocyclization of poly(thialactones): synthesis and computational analysis
  作者：Ines Vujasinović、Kata Mlinarić-Majerski、Branimir Bertoša、Sanja Tomić

  DOI：10.1002/poc.1479

  日期：2009.5

  5‐7 was studied experimentally and theoretically. The cyclization reactions afforded mixtures of corresponding monomers (M), dimers (D), and trimers (T). In order to rationalize the influence of type and size of the spacer on the products ratio in the M‐D‐T mixtures we performed a force field based molecular modeling study. Monte Carlo conformational search was conducted and lowest energy conformations

  大环内酯类的形成8 - 19由对应stannathianes的开环缩合1 - 4与二酰基二氯化物5 - 7在实验和理论上进行了研究。环化反应得到相应单体（M），二聚体（D）和三聚体（T）的混合物。为了合理化间隔物的类型和大小对M‐D‐T混合物中产物比率的影响，我们进行了基于力场的分子建模研究。进行了蒙特卡洛构象搜索，并确定了氯仿中的最低能量构象。分子建模的结果与假定的动力学参数相结合，使人们能够更好地了解通过实验获得的M-D-T-混合物的组成。版权所有©2008 John Wiley＆Sons，Ltd.
• Effective molarities from distributions of cyclic oligomers in the synthesis of polythiolactones
  作者：Antonella Dalla Cort、Gianfranco Ercolani、Luigi Mandolini、Paolo Mencarelli

  DOI：10.1039/c39930000538

  日期：——

  Effective molarities for closure of oligomeric polythiolactones with polymerisation degree up to 4 have been extracted from precise yield data in the reaction of 1,3,2-dithiastannolane with pimeloyl chloride.

  聚合度高达 4 的低聚聚硫内酯闭合的有效摩尔浓度已从 1,3,2-二硫杂锡烷与庚二酰氯反应中的精确收率数据中提取出来。
• Thiamacrocyclic Lactones: New Ag(I)-Ionophores
  作者：Ines Vujasinović、Jelena Veljković、Kres̅imir Molc̅anov、Biserka Kojić-Prodić、Kata Mlinarić-Majerski

  DOI：10.1021/jo801143s

  日期：2008.12.5

  demonstrated using NMR titration experiments for macrocycles 13 and 14 with AgTFA. Introduction of a single polycyclic molecule into the 15- to 18-membered rings increases the rigidity and preorganizes the ligand for complexation. However, two adamantane molecules embedded in the ring usually diminish the complexing ability of the ligand, primarily due to sterical effects of the bulky adamantane moiety that obstructs

  报告了新型金刚烷硫内酯5-12的合成，并描述了重金属和过渡金属阳离子萃取实验的结果。将该结果与使用类似的硫杂大环配体获得的结果进行比较，该配体具有结合到大环骨架中的亚甲基柔性链，如在13-20中。结果表明，大多数研究的主体在络合Ag（+）离子方面都非常出色。配合物的形成也已经通过使用AgTFA的大环13和14的NMR滴定实验进行了证明。将单个多环分子引入15到18元环中可提高刚度并预先安排配体进行络合。但是，嵌入环中的两个金刚烷分子通常会削弱配体的络合能力，主要是由于笨重的金刚烷部分的空间效应阻碍了与所需金属离子结合的最佳几何结构的形成。通过X射线结构分析确定了大环5、7、9、11和19的结构，并讨论了它们的构象性质。在固态下，使用CH ... O相互作用将7、11和19组织成管状。另外，制备并表征了具有噻内酯13，Ag13和Ag（13）（2）的两种银配合物。Ag13和Ag（13）（2）的
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Comp.12, 1.4.1.1.1.5.2.1.1, page 38 - 56
  作者：

  DOI：——

  日期：——