| 1597709-57-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• CAS: 1597709-57-3
• 化学式: C₁₁H₂₇BN₂Sn
• 分子量: 316.87
• InChiKey: YWHWRVOLBCDTFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  12-冠醚-4 、 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 生成
  参考文献：
  名称：

  K–H₃C and K–Sn Interactions in Potassium Trimethylstannyl Complexes: A Structural, Mechanochemical, and NMR Study

  摘要：

  A series of trimethylstannyl potassium complexes [K(L)SnMe3] with different auxiliary ligands L (L = 18-C-6, (TMEDA)(2) (TMEDA = tetramethylethylenediamine), and (12-C-4)(2)) were synthesized by alkoxide-induced B-Sn bond cleavage. X-ray structure determinations were performed for all these complexes, and the structural chemistry was studied in detail. For L = 18-C-6 and (TMEDA)(2) the solid state structures comprise polymeric [K(L)SnMe3](n) chains containing bidentate trimethylstannyl anions bridging two [K(L)](+) ions, featuring unsymmetrical coordination of the [K(L)](+) ion by K-Sn and K-H3C interactions as a central structural motif. In contrast, for L = (12-C-4)(2), separated [K(12-C-4)(2)](+) and [SnMe3](-) ions are observed. Unexpectedly, in the presence of tetrahydrofuran (THF), [K(18-C-6)SnMe3](n) forms upon crystallization a new species consisting of separated [K(18-C-6)(THF)(2)](+) and [(Me2SnCH3)K(18-C-6)SnMe(3)r](-) ions. In this unsymmetrical anion two trimethylstannyl anions coordinate a single [K(18-C-6)](+) ion; one trimethylstannyl anion coordinates via a K-Sn interaction, and the second coordinates via a K-H3C interaction. Simulations of the mechanochemical properties (compliance constants) applying approximated density functional theory revealed that both interactions are very soft and are of comparable strength. Moreover, according to our gas phase simulations the unsymmetrically coordinated [(Me2SnCH3)K(18-C-6)SnMe3](-) is indeed thermodynamically favored over both possible symmetrical isomers with either K-Sn or KH3C coordination. Furthermore, the existence of multiple species due to the two coordination modes and aggregates of [K(18-C-6)SnMe3] in solution is suggested by NMR spectroscopic studies using H-1, NOESY/ROESY, and H-1 pulsed field gradient diffusion experiments.

  DOI：

  10.1021/ic500065s
• 作为产物：
  描述：

  diazaborolidine 、 三甲基氯化锡 在 lithium 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 32.0h， 以95%的产率得到
  参考文献：
  名称：

  K–H₃C and K–Sn Interactions in Potassium Trimethylstannyl Complexes: A Structural, Mechanochemical, and NMR Study

  摘要：

  A series of trimethylstannyl potassium complexes [K(L)SnMe3] with different auxiliary ligands L (L = 18-C-6, (TMEDA)(2) (TMEDA = tetramethylethylenediamine), and (12-C-4)(2)) were synthesized by alkoxide-induced B-Sn bond cleavage. X-ray structure determinations were performed for all these complexes, and the structural chemistry was studied in detail. For L = 18-C-6 and (TMEDA)(2) the solid state structures comprise polymeric [K(L)SnMe3](n) chains containing bidentate trimethylstannyl anions bridging two [K(L)](+) ions, featuring unsymmetrical coordination of the [K(L)](+) ion by K-Sn and K-H3C interactions as a central structural motif. In contrast, for L = (12-C-4)(2), separated [K(12-C-4)(2)](+) and [SnMe3](-) ions are observed. Unexpectedly, in the presence of tetrahydrofuran (THF), [K(18-C-6)SnMe3](n) forms upon crystallization a new species consisting of separated [K(18-C-6)(THF)(2)](+) and [(Me2SnCH3)K(18-C-6)SnMe(3)r](-) ions. In this unsymmetrical anion two trimethylstannyl anions coordinate a single [K(18-C-6)](+) ion; one trimethylstannyl anion coordinates via a K-Sn interaction, and the second coordinates via a K-H3C interaction. Simulations of the mechanochemical properties (compliance constants) applying approximated density functional theory revealed that both interactions are very soft and are of comparable strength. Moreover, according to our gas phase simulations the unsymmetrically coordinated [(Me2SnCH3)K(18-C-6)SnMe3](-) is indeed thermodynamically favored over both possible symmetrical isomers with either K-Sn or KH3C coordination. Furthermore, the existence of multiple species due to the two coordination modes and aggregates of [K(18-C-6)SnMe3] in solution is suggested by NMR spectroscopic studies using H-1, NOESY/ROESY, and H-1 pulsed field gradient diffusion experiments.

  DOI：

  10.1021/ic500065s