Bis-(dimethylamino)-diphenylstannan | 1087-64-5

• 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: Bis-(dimethylamino)-diphenylstannan
• CAS: 1087-64-5
• 化学式: C₁₆H₂₂N₂Sn
• 分子量: 361.074
• InChiKey: DDLWOTIAPHMBNF-UHFFFAOYSA-N

物化性质

• 沸点：
  128 °C(Press: 0.2 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Bis-(dimethylamino)-diphenylstannan 、 3,6-二甲基-1,4-二氧杂环己烷-2,5-二酮 以 氘代苯 为溶剂， 生成 Ph2Sn[OCHMeC(O)NMe2]2
  参考文献：
  名称：

  三芳基锡（iv）醇盐和酰胺对丙交酯和相关环状单体的开环

  摘要：

  Ar3SnX，其中 Ar = p-MeC6H4、p-CF3C6H4 或 Ph 和 X = OBut 或 NMe2，是苯中丙交酯在 80 °C 开环的催化剂前体，以及丙交酯的开环速率和各种相关的环状单体受 Ar 和 X 的影响，因此可以检查开环事件的化学性质和最初形成的产物。

  DOI：

  10.1039/b102896k
• 作为产物：
  描述：

  lithium dimethylamide 、 二苯基二氯化锡 以 苯 为溶剂， 以99%的产率得到Bis-(dimethylamino)-diphenylstannan
  参考文献：
  名称：

  Ring-opening polymerization of l-lactide by organotin(IV)alkoxides, R2Sn(OPri)2: Estimation of the activation parameters

  摘要：

  The ring-opening polymerization of L-lactide, L-LA, to give poly-L-lactide by R2Sn(OPri)(2) compounds, where R = Bu-n and p-XC6H4 (X = CF3, F, H, Me and OMe) has been studied in benzene over a temperature range. There is a relatively small variation in Delta H not equal as a function of R with all the values falling within the range 11 +/- 2 kcal mol(-1). The entropy of activation, Delta S not equal, is consistently large and negative, -50 +/- 5 eu, supporting the view that the ring-opening event, the enchainment step involves a highly ordered transition state. The crystal and molecular structures of the compounds Ph2Sn(OPri)(2), (p-FC6H4)(2)Sn(OPri)(2) and (p-Me2NC6H4)(3)SnOPri are also reported. While the latter compound is monomeric in the solid state the former are both dimeric with a pair of bridging OPri ligands. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2007.06.002

文献信息

• A study of the ring-opening of lactides and related cyclic esters by Ph₂SnX₂and Ph₃SnX compounds (X = NMe₂, OR)
  作者：Malcolm H. Chisholm、Ewan E. Delbridge

  DOI：10.1039/b300101f

  日期：——

  Ph3SnX reacts with L-lactide in the order X=NMe2∼OMe≫OPri>OBut in the initial ring-opening event. The rate of ring-opening of methyl substituted 1,4-dioxane-2,5-diones decreases with methyl substitution and ring-opening of 3,3,6,6-tetramethyl-1,4-dioxane-2,5-dione is not observed. From studies of the reaction between Ph3SnOPri and L-lactide the activation parameters ΔH≠=13(1) kcal mol−1 and ΔS≠=−37(3)

  pH值3 SNX发生反应与大号的顺序X -丙交酯= NME 2〜OME » OPR我> OBU吨在初始开环事件。开环率甲基 取代的1,4-二恶烷-2,5-二酮随着 甲基没有观察到3,3,6,6-四甲基-1,4-二恶烷-2,5-二酮的取代和开环。通过对Ph 3 SnOPr i与L-丙交酯之间反应的研究，确定了活化参数ΔH ≠ = 13（1）kcal mol -1和ΔS ≠ = -37（3）eu。Ph 3 SnNMe 2与环状反应酯类和碳酸亚丙酯在低温下得到可分离的开环产物。化合物Ph 3 Sn [OCHMeC（O）OCHMeC（O）X]（其中X = NMe 2，OMe）在室温下不稳定，产生Ph 3 Sn [OCHMeC（O）X]和Ph 3 Sn [OCHMeC （O）] ñ X，其中ñ ≥ 3，通过酯交换反应，与其它次要产物由于沿苯基/ OR组转移（即Ph 4 Sn）。Ph 2 Sn（NMe
• Modeling the catalyst resting state in aryl tin(iv) polymerizations of lactide and estimating the relative rates of transamidation, transesterification and chain transferElectronic supplementary information (ESI) available: kinetic data of reactions C and E in Scheme 2. See http://www.rsc.org/suppdata/nj/b3/b306700a/
  作者：Malcolm H. Chisholm、Ewan E. Delbridge、Judith C. Gallucci

  DOI：10.1039/b306700a

  日期：——

  cyclic lactide oligomers (LA/2)n by intrachain transesterification, in contrast to polymerizations employing Ph2Sn(OPri)2, which produce long chains of H–(LA/2)n–OPri where LA=[OCHMeC(O)OCHMeC(O)]. The kinetics of the reactions between Ph3SnX and each of Me2CHC(O)OMe, Me(MeO)CHC(O)OEt and Ph3SnOCHMeC(O)OEt, have been determined from NMR studies in benzene-d6 where X=NMe2 or OPri. Similarly, the reaction

  制备和表征（红外，1 H，13 C 1 H}，119 Sn NMR光谱， 元素分析 和单晶 X射线结构测定）报道了Ph 3 SnOCMe 2 C（O）OEt（1）和Ph 2 Sn [OCMe 2 C（O）NMe 2 ] 2（2）。在固态状态下，化合物1包含四坐标锡，并有证据表明该化合物形成了初始键。酯氧气：Sn⋯O = 2.648（2）Å。化合物2包含伪八面体几何形状的六坐标锡。OCMe 2 C（O）NMe 2基团形成短的顺式螯合物。2.03Å，长，约。2.26Å，Sn–O键与醇盐和酰胺氧原子。在溶液中，化合物1保持四坐标，但化合物2以六坐标和五坐标物质的平衡混合物形式存在，根据核磁共振波谱。在甲苯-d 8中的-50 °C下，六配位异构体受到青睐，NMR数据与在固态下观察到的结构一致。在50 ℃时，NMR数据是具有五配位物质一致，其中的η可逆螯合2 -和η 1 -OCMe 2 C（O）NME
• Ring-opening polymerization of l-lactide by organotin(IV)alkoxides, R2Sn(OPri)2: Estimation of the activation parameters
  作者：Malcolm H. Chisholm、Judith C. Gallucci、Clemens Krempner

  DOI：10.1016/j.poly.2007.06.002

  日期：2007.9

  The ring-opening polymerization of L-lactide, L-LA, to give poly-L-lactide by R2Sn(OPri)(2) compounds, where R = Bu-n and p-XC6H4 (X = CF3, F, H, Me and OMe) has been studied in benzene over a temperature range. There is a relatively small variation in Delta H not equal as a function of R with all the values falling within the range 11 +/- 2 kcal mol(-1). The entropy of activation, Delta S not equal, is consistently large and negative, -50 +/- 5 eu, supporting the view that the ring-opening event, the enchainment step involves a highly ordered transition state. The crystal and molecular structures of the compounds Ph2Sn(OPri)(2), (p-FC6H4)(2)Sn(OPri)(2) and (p-Me2NC6H4)(3)SnOPri are also reported. While the latter compound is monomeric in the solid state the former are both dimeric with a pair of bridging OPri ligands. (c) 2007 Published by Elsevier Ltd.
• Ring-opening of lactides and related cyclic monomers by triaryltin(iv) alkoxides and amides
  作者：Malcolm H. Chisholm、Ewan E. Delbridge

  DOI：10.1039/b102896k

  日期：——

  Ar3SnX, where Ar = p-MeC6H4, p-CF3C6H4 or Ph and X = OBut or NMe2, are catalyst precursors for the ring-opening of lactides in benzene at 80 °C and the rate of ring-opening of lactides and a variety of related cyclic monomers is influenced by Ar and X such the chemistry of the ring-opening event and the initially formed product may be examined.

  Ar3SnX，其中 Ar = p-MeC6H4、p-CF3C6H4 或 Ph 和 X = OBut 或 NMe2，是苯中丙交酯在 80 °C 开环的催化剂前体，以及丙交酯的开环速率和各种相关的环状单体受 Ar 和 X 的影响，因此可以检查开环事件的化学性质和最初形成的产物。