tri(n-butyl)(1-pyrenyl)stannane | 96273-81-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: tri(n-butyl)(1-pyrenyl)stannane
• 英文别名: pyrenyl(tributyl)stannane；tributyl(pyren-1-yl)stannane
• CAS: 96273-81-3
• 化学式: C₂₈H₃₆Sn
• 分子量: 491.304
• InChiKey: SUBJMLGPTXIWQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  220 °C(Press: 0.01 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  8.64
• 重原子数：
  29.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  tri(n-butyl)(1-pyrenyl)stannane 在 palladium diacetate 、 ammonium hydroxide 、 copper(l) iodide 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 132.0h， 生成 5-(pyrene-1-yl)-2'-deoxyuridine
  参考文献：
  名称：

  Photophysics of 2'-Deoxyuridine (dU) Nucleosides Covalently Substituted with Either 1-Pyrenyl or 1-Pyrenoyl: Observation of Pyrene-to-Nucleoside Charge-Transfer Emission in 5-(1-Pyrenyl)-dU

  摘要：

  This paper reports syntheses, electronic absorbance and emission spectra, and emission kinetics results for two types of pyrene-substituted uridine nucleosides as part of an ongoing study which is examining the photophysical and photochemical behaviors of these same nucleosides embedded in DNA oligomers and duplexes with varying base-sequence composition, The two labels are 1-pyrenyl itself and 1-carboxypyrenyl (1-pyrenoyl) which are each joined directly to the 5-position of 2'-deoxyuridine (dU), These direct attachments significantly restrict the range of conformations available to the pyrene label when it is attached to a DNA oligomer or duplex. pi,pi* emission is absent for 5-(1-pyrenyl)-dU, 1, in methanol (MeOH) but present in tetrahydrofuran (THF). For 1 in MeOH, broad charge-transfer (CT) emission is present with a maximum at 470 nm and a quantum yield of 0.027; for 1 in THF, pi,pi* emission is present with a maximum at 395 nm and quantum yield of 0.42. Thermodynamic considerations suggest that the CT photoproduct of 1 which emits in MeOK is pyrene(.+)/dU(.-). The emission kinetics of 1 in MeOH are triexponential, but the wavelength variation of the relative amplitudes of the different decay lifetimes indicates that the CT-state relaxations are biexponential with lifetimes of less than or equal to 50 ps and 0.9 ns, Similarly, the pi,pi* State of 1 in MeOH also has two electron transfer (ET) quenching lifetimes of less than or equal to 50 ps and 2-3 ns. The steady-state emission spectrum of 1 in MeOH shows that emission from the few long-lived pi,pi*: states is dominated at all wavelengths by the 0.9-ns lived CT emission, In contrast, only pi,pi* emission is observed for 5-(1-pyrenoyl)-dU, 2, in both MeOH and THF with emission quantum yields of 0.002 and 0.028, respectively. The emission kinetics for 2 in THF are at least quadruply exponential having the longest emission lifetime of ca. 95 ns. However, only about 10% of the relative emission amplitude decays with lifetimes greater than 10 ns. Approximately 90% of the emission amplitude decays on the same time scale as for 2 in MeOH, The spectral and emission kinetics data for nucleosides 1 and 2 support the conclusions that each has multiple conformers in solution and that the relative orientation of the pyrene and uridine pi-systems plays a crucial role in determining the rates of both ET quenching of pyrene* and charge-recombination in the photoproduct.

  DOI：

  10.1021/ja00141a002
• 作为产物：
  描述：

  1-溴芘 、 三丁基氯化锡 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 以36%的产率得到tri(n-butyl)(1-pyrenyl)stannane
  参考文献：
  名称：

  合成芳基-铂-Verbindungen mitgroßflächigen芳基-利甘登

  摘要：

  的有机铂化合物的（1,2,5,6-η的合成，4 -cycloocta -1,5-二烯）铂（II）（图5b，c ^），双（芳基）（2,3,5,6- η 4 -双环[2.2.1]庚-2,5-二烯）铂（II）（图8a-d ），顺式-双（atyl）双（三苯基膦）铂（II）（图9a-d ）和氯（芳基）（2,3,5,6-η 4 -双环[2.2.1]庚-1,5-二烯）铂（II）（10A），具有大面积的配体9-蒽基（一），9-菲基（b），5-ac基（c）和1-吡啶基（d），采用有机锡方法与芳基三（正丁基）锡烷（3a–d）进行了说明。

  DOI：

  10.1016/0022-328x(89)87039-1

文献信息

• WEISEMANN, CLAUS;SCHMIDTBERG, GUNTHER;BRUNE, HANS-ALBERT, J. ORGANOMET. CHEM., 365,(1989) N, C. 403-412
  作者：WEISEMANN, CLAUS、SCHMIDTBERG, GUNTHER、BRUNE, HANS-ALBERT

  DOI：——

  日期：——