(2-(N,N-dimethylaminomethyl)phenyl)₂SnBr₂ | 215306-25-5

• 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: (2-(N,N-dimethylaminomethyl)phenyl)₂SnBr₂
• 英文别名: bis(hydroxybis(2-(N,N-dimethylaminomethyl)phenyl)tin(IV))dibromide；[(2-((dimethylamino)methyl)phenyl)2SnBr2]；N,N-dimethyl-1-phenylmethanamine;tin(4+);dibromide
• CAS: 215306-25-5
• 化学式: C₁₈H₂₄Br₂N₂Sn
• 分子量: 546.92
• InChiKey: MEKPJAIXWJMTBE-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.28
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  potassium nitrite 、 (2-(N,N-dimethylaminomethyl)phenyl)₂SnBr₂ 以 四氢呋喃 、 苯 为溶剂， 反应 72.0h， 以59%的产率得到
  参考文献：
  名称：

  采用C，N-螯合物可使有机锡（IV）的硝酸盐和亚硝酸盐异常稳定

  摘要：

  制备了一系列带有2-（N，N-二甲基氨基甲基）苯基作为C，N-螯合配体（L CN）的三和二有机锡（IV）硝酸盐和亚硝酸盐，并对其结构进行了表征。L CN R 2 SnX型的空气稳定的三有机锡（IV）硝酸盐和亚硝酸盐（对于X = NO 3：R =  n -Bu（1），R = Ph（2）;对于X = NO 2：R =  n -Bu（7），R = Ph（8））和（L CN）2（n -Bu）SnX（X = NO 3（3），NO图2（9））在溶液和固态都是单体，在中心锡原子周围具有扭曲的三角双锥体几何形状。这些物质分别在两相系统（水/有机溶剂）中使用AgNO 3和NaNO 2制备。二硝酸二有机锡（IV）（即L CN（n- Bu）Sn（NO 3）2（4），L CN PhSn（NO 3）2（5）和（L CN）2 Sn（NO 3）2（6） ）和亚硝酸盐（即L CN（n -Bu）Sn（NO 2）2（10），L

  DOI：

  10.1016/j.jorganchem.2017.03.019
• 作为产物：
  描述：

  溴化氰 、 [Sn(2-(N,N-dimethylaminomethyl)phenyl)2] 以 甲苯 为溶剂， 生成 (2-(N,N-dimethylaminomethyl)phenyl)₂SnBr₂ 、 (2-(N,N-dimethylaminomethyl)phenyl)₂Sn(CN)₂ 、 (2-(N,N-dimethylaminomethyl)phenyl)₂Sn(Br)CN
  参考文献：
  名称：

  溴化氰向C，N螯合和Lappert's苯乙烯的氧化加成反应

  摘要：

  带有C，N螯合（1，L = L CN = 2-（N，N-二甲基氨基甲基）苯基）或庞大的酰胺（2，L = L N = N（SiMe 3）2）的L 2 Sn型亚苯乙烯。配体通过氧化加成反应与溴化氰（Br–C N）反应，得到单体六配位（L CN）2 Sn（Br）CN（1a）和四配位（L N）2 Sn（Br）CN （2a）锡烷产量中等。在解决方案中，两者1a和2a进行瞬时溴代-氰基配体再分布反应，从而导致混合物包含1a，（L CN）2 SnBr 2（1b）和（L CN）2 Sn（CN）2（1c）或2a（L N）2 SnBr 2（2b）和（L N）2 Sn（CN）2（2c）。通过溶液中的多核NMR光谱（1a–c和2a–c）和固态（1a–c）。通过XRD分析确定1a / b / c，2a / b / c和唯一2b的晶体结构。还进行了DFT计算和QTAIM分析，以证实实验结果。

  DOI：

  10.1039/d1dt00704a

文献信息

• C,N-chelated organotin(IV) trifluoroacetates. Instability of the mono- and diorganotin(IV) derivatives.
  作者：Petr Švec、Zdeňka Padělková、Aleš Růžička、Tomáš Weidlich、Libor Dušek、Laurent Plasseraud

  DOI：10.1016/j.jorganchem.2010.09.050

  日期：2011.2

  The C,N-chelated tri-, di- and monoorganotin(IV) halides react with equimolar amounts of CF3COOAg to give corresponding C,N-chelated organotin(IV) trifluoroacetates. The set of prepared tri-, di- and monoorganotin(IV) trifluoroacetates bearing the LCN ligand (where LCN is 2-(N,N-dimethylaminomethyl)phenyl-) was structurally characterized by X-ray diffraction analyses, multinuclear NMR and IR spectroscopy

  的C，N -chelated三- ，二-和monoorganotin（IV）卤化物与等摩尔量的CF反应3 COOAg，得到相应的C，N -chelated有机锡（IV）三氟乙酸盐。通过X射线衍射分析，多核NMR和X射线分析表征了一组制备的带有L CN配体的三，二和单有机锡（IV）三氟乙酸盐（其中L CN是2-（N，N-二甲基氨基甲基）苯基-）。红外光谱。在三有机锡（IV）三氟乙酸盐和（L CN）2 Sn（OC（O）CF 3）2的情况下，未观察到形成水解产物的趋势或对水分的不稳定性。大号CN RSn（OC（O）CF 3）2（其中R为n- Bu或Ph）和L CN Sn（OC（O）CF 3）3在空气中从THF结晶时形成，主要是双核络合物，其中两个锡原子通过羟基桥或羟基桥和/或桥接三氟乙酸盐相互连接。在水解L CN（n- Bu）Sn（OC（O）CF 3）2的情况下，式L CN（n- Bu）Sn（OC（O）CF
• Solvent-Controlled Ring Size in Double C,N-Chelated Stannoxanes
  作者：Zdeňka Padělková、Mikhail S. Nechaev、Zdeněk Černošek、Jiří Brus、Aleš Růžička

  DOI：10.1021/om800476r

  日期：2008.10.27

  [(LCN)2Sn]2(μ-O)2 in dynamic equilibrium with its monomeric form in solution. In the solid state, an unusual tetraoxatetrastannacycle cyclo-[(LCN)2SnO]4 can be crystallized from diethyl ether and the trioxatristannacyclic complex of formula cyclo-[(LCN)2SnO]3 from the hexane solution. The same result has been obtained when C,N-chelated organotin(IV) dihalides ((LCN)2SnX2, where X = Cl or Br) were hydrolyzed

  氯化亚锡（L CN）2 Sn，其中L CN是螯合配体（2-（N，N-二甲基氨基甲基）苯基-）被过量的氧，一氧化二氮或TEMPO自由基氧化，得到二聚锡氧烷[[L CN）2 Sn] 2（μ-O）2处于动态平衡状态，且其单体形式存在于溶液中。在固态状态下，不寻常的四氧杂四环锡环-[（L CN）2 SnO] 4可以从乙醚中结晶，而环式[[L CN）2 SnO] 3的三氧杂环丁烷环配合物从己烷溶液中提取。当将C，N-螯合的有机锡（IV）二卤化物（（L CN）2 SnX 2，其中X ＝ Cl或Br）用过量的氢氧化钠水解并且然后通过共沸蒸馏脱水时，获得了相同的结果。在该水解过程中已分离出氧桥联的二氢氧化物[（L CN）2 Sn（OH）] 2（μ-O）。
• C,N-Chelated organotin(<scp>iv</scp>) azides: synthesis, structure and use within click chemistry
  作者：Petr Švec、Karel Bartoš、Zdeňka Růžičková、Petra Cuřínová、Libor Dušek、Jan Turek、Frank De Proft、Aleš Růžička

  DOI：10.1039/c5nj03187g

  日期：——

  Novel organotin(iv) azides were employed as building blocks to prepare various organotin(iv) tetrazolides or triazolides.

  新型有机锡 (iv) 叠氮化物被用作构建单元来制备各种有机锡 (iv) 四唑或三唑。
• Reactivity of a C,N-Chelated Stannoxane
  作者：Zdeňka Padělková、Hana Vaňkátová、Ivana Císařová、Mikhail S. Nechaev、Thomas A. Zevaco、Olaf Walter、Aleš Růžička

  DOI：10.1021/om801037b

  日期：2009.4.27

  The stannylene 2-[(CH3)(2)NCH2](2)C6H4}(2)Sn (1) did not react with CO2 at room temperature and atmospheric pressure, but its oxidation product [2-[(CH3)(2)NCH2](2)C6H4](2)Sn-(mu-O)}(2) (2) is very reactive toward CO2 to give the cyclic compound [2-[(CH3)(2)NCH2](2)C6H4}(2)Sn](2)(mu-O)(mu-CO3) (2b). The product of reaction of 2 with silicon grease is also a cyclic compound with an eight-membered ring, 2-[(CH3)(2)NCH2](2)C6H4}(2)Sn}(Me2SiO)}(2) (2c), as the structural characterization revealed (XRD). Triphenylsilanol condensates with 2 to form 2-[(CH3)(2)NCH2](2)C6H4}(2)Sn(OSiPh3)(2) (2b). The reaction of 2 with ethylene glycol gave the cyclic compound 2-[(CH3)(2)-NCH2](2)C6H4}(2)Sn(OCH2CH2O) center dot 1/2(HOCH2CH2OH) (2e).
• Synthesis, structural characterization and electrochemistry of C,N-chelated organotin(IV) dicarboxylates with ferrocenyl substituents
  作者：Petr Švec、Zdeňka Padělková、Petr Štěpnička、Aleš Růžička、Jaroslav Holeček

  DOI：10.1016/j.jorganchem.2011.02.005

  日期：2011.5

  A set of C,N-chelated organotin(IV) ferrocenecarboxylates, [L-CN(n-Bu)Sn(O(2)CFc)(2)] (1), [(L-CN)(2)Sn(O(2)CFc)(2)] (2), [L-CN(n-Bu)Sn(O(2)CCH(2)Fc)(2)] (3), [L-CN(n-Bu)Sn(O(2)CCH(2)CH(2)Fc)(2)] (4), [L-CN(n-Bu)Sn(O2CCH=CHFc)(2)] (5), [L-CN(n-Bu)Sn(O(2)CfcPPh(2))(2)] (6), [(L-CN)(2)Sn(O(2)CfcPPh(2))(2)] (7), and [L-CN(n-Bu)(2)Sn(O(2)CFc)] (8) (L-CN = 2-(N, N-dimethylaminomethyl)phenyl, Fc = ferrocenyl and fc = ferrocene-1,1'-diyl) has been synthesized by metathesis of the respective organotin(IV) halides and carboxylate potassium salts and characterized by multinuclear NMR and IR spectroscopy. The spectral data indicated that the tin atoms in diorganotin(IV) dicarboxylates bearing one C,N-chelating ligand (1 and 3-6) are seven-coordinated with a distorted pentagonal bipyramidal environment around the tin constituted by the n-butyl group, the chelating L-CN ligand and bidentate carboxylate. Compounds 2 and 7 possessing two chelating L-CN ligands comprise octahedrally coordinated tin atoms and monodentate carboxylate donors, whereas compound 8 assumes a distorted trigonal bipyramidal geometry around tin with the carboxylate binding in unidentate fashion. The solid state structures determined for 1 center dot C6D6 and 2 by single-crystal X-ray diffraction analysis are in agreement with spectroscopic data. Compounds 1, 3-5, and 8 were further studied by electrochemical methods. Whereas the oxidations of ferrocene units in bis(carboxylate) 2 and monocarboxylate 8 proceed in single steps, compound 1 undergoes two closely spaced one-electron redox waves due to two independently oxidized ferrocenyl groups. The spaced analogues of 2, compounds 3-5, again display only single waves corresponding to two-electron exchanged. (C) 2011 Elsevier B.V. All rights reserved.