trimethylsilyl-2-(N,N-dimethylaminomethyl)aniline | 1332824-16-4

• 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: trimethylsilyl-2-(N,N-dimethylaminomethyl)aniline
• 英文别名: 2-[(dimethylamino)methyl]-N-trimethylsilylaniline
• CAS: 1332824-16-4
• 化学式: C₁₂H₂₂N₂Si
• 分子量: 222.406
• InChiKey: AUUBPXZASMYZEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trimethylsilyl-2-(N,N-dimethylaminomethyl)aniline 、 三甲基铝 以 乙醚 、 正己烷 为溶剂， 以81%的产率得到
  参考文献：
  名称：

  Aluminium complexes containing N,N′-chelating amino-amide hybrid ligands applicable for preparation of biodegradable polymers

  摘要：

  Five aluminium complexes containing N,N'-chelating ligands ([2-(Me2NCH2)C6H4N(R)](-); R = H, SiMe3 or benzyl (Bn)) were prepared and structurally characterized by NMR and crystallographic techniques. Aluminium atoms in all compounds are pseudotetrahedrally coordinated with extremely short intramolecular interaction of the pendant amino group (d(Al-N) = 1.96-2.00 angstrom). The catalytic performance of selected complexes (similar to 0.1-0.2 mol. %), either with or without an external co-initiator, in ring opening (co) polymerization of epsilon-caprolactone, L-lactide and trimethylene carbonate was tested yielding satisfactory to excellent amount of polymeric material with M-n similar to 15-70 kg/mol for e-caprolactone, and similar to 30 kg/mol for trimethylene carbonate with good degree of control over the molar mass distribution, initiation efficiency. An excellent conversion of L-lactide to methyl (S,S)-O-lactyllactate is observed upon catalysis by one of the complexes at room temperature. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2014.12.010
• 作为产物：
  描述：

  2-二甲氨基甲基苯胺 在 正丁基锂 作用下， 以 正己烷 为溶剂， 反应 18.0h， 生成 trimethylsilyl-2-(N,N-dimethylaminomethyl)aniline
  参考文献：
  名称：

  由胺-酰胺杂化配体螯合的锂、镁和锌中心 N,N'-螯合

  摘要：

  锂、镁和锌配合物N , N '-螯合胺-酰胺杂化配体 ([2-(Me 2 NCH 2 )C 6 H 4 NR] - , 缩写为 L N R ) 的合成及结构, 其中报道了 R = H、SiMe 3或 Bn)。空间要求最低的 L N H 与各种镁源的反应通过从 L N HMg n Bu ( 2 )中消除正丁烷或通过 L N 的反应得到六聚酰亚胺 [L N Mg] 6 ( 4 )HLi ( 1 ) 与 MeMgBr。[L N H] 2 Mg ( 3 ) 通过将 0.5 equiv 的n Bu 2 Mg 或 Mg[N(SiMe 3 ) 2 ] 2添加到 L N H 2中并与 1 equiv 的n Bu 2 Mg 反应得到2 . L N HMgN(SiMe 3 ) 2 ( 6 ) 和同构的 L N HZnN(SiMe 3 ) 2 ( 16) 已使用两种不同的方法制备：通过 Zn/Mg[N(SiMe

  DOI：

  10.1021/acs.inorgchem.1c03850

文献信息

• Tetrylenes Chelated by Hybrid Amido–Amino Ligand: Derivatives of 2-[(<i>N</i>,<i>N</i>-Dimethylamino)methyl]aniline
  作者：Hana Vaňkátová、Lies Broeckaert、Frank De Proft、Roman Olejník、Jan Turek、Zdeňka Padělková、Aleš Růžička

  DOI：10.1021/ic2011056

  日期：2011.10.3

  dichlorides, respectively, in both stoichiometric ratios 2:1 and 1:1, providing the target homo- ([2-(Me2NCH2)C6H4(YR3)N]2M) and heteroleptic ([2-(Me2NCH2)C6H4(YR3)N]MCl) germylenes and stannylenes, where M = Ge, Sn, Y = Si, Ge, and R = Me, Ph. Unlike all of these cases, the heteroleptic plumbylene can only be obtained with this reaction when the amide is substituted by a trimethylsilyl moiety. Anilines substituted

  的2反应- [（二甲基氨基）甲基]苯胺与正丁基锂，接着用三甲基甲硅烷，三苯基甲硅烷，三苯锗，三甲基锡烷基，或三-转换Ñ -butylstannyl氯，得到相应的取代的苯胺。这些化合物进一步用丁基锂去质子化，并分别以化学计量比2：1和1：1与锗，锡和二氯化铅反应，提供目标均-（[2-（Me 2 NCH 2）C 6 H 4（YR 3）N] 2 M）和杂配物[[2-（Me 2 NCH 2）C 6 H 4（YR 3）N] MCl）亚甲基和亚锡烷基，其中M = Ge，Sn，Y = Si，Ge和R = Me，Ph。不同于所有这些情况，仅当酰胺被取代时，杂苯二甲苯才可通过该反应获得通过三甲基甲硅烷基部分。由三甲基锡或三-取代的苯胺Ñ -butyltin部分给转移金属化的产品由丁基锂脱质子化第二后。同样不能通过六甲基二硅氮烷用0.5摩尔当量的双[双（三甲基甲硅烷基）酰胺基]锡或[双[双（双（三甲基甲硅烷基
• Aluminium complexes containing N,N′-chelating amino-amide hybrid ligands applicable for preparation of biodegradable polymers
  作者：Hana Kampová、Emílie Riemlová、Jitka Klikarová、Vladimír Pejchal、Jan Merna、Petr Vlasák、Petr Švec、Zdeňka Růžičková、Aleš Růžička

  DOI：10.1016/j.jorganchem.2014.12.010

  日期：2015.2

  Five aluminium complexes containing N,N'-chelating ligands ([2-(Me2NCH2)C6H4N(R)](-); R = H, SiMe3 or benzyl (Bn)) were prepared and structurally characterized by NMR and crystallographic techniques. Aluminium atoms in all compounds are pseudotetrahedrally coordinated with extremely short intramolecular interaction of the pendant amino group (d(Al-N) = 1.96-2.00 angstrom). The catalytic performance of selected complexes (similar to 0.1-0.2 mol. %), either with or without an external co-initiator, in ring opening (co) polymerization of epsilon-caprolactone, L-lactide and trimethylene carbonate was tested yielding satisfactory to excellent amount of polymeric material with M-n similar to 15-70 kg/mol for e-caprolactone, and similar to 30 kg/mol for trimethylene carbonate with good degree of control over the molar mass distribution, initiation efficiency. An excellent conversion of L-lactide to methyl (S,S)-O-lactyllactate is observed upon catalysis by one of the complexes at room temperature. (C) 2014 Elsevier B.V. All rights reserved.
• Lithium, Magnesium, and Zinc Centers N,N′-Chelated by an Amine–Amide Hybrid Ligand
  作者：Tomáš Chlupatý、Zdeňka Růžičková、Hana Kampová、Jan Merna、Aleš Růžička

  DOI：10.1021/acs.inorgchem.1c03850

  日期：2022.6.27

  reactions of 2 or 3 with 1 provide the heterotrimetallic complex [LNH]4Li2Mg (5). Benzyl- or trimethylsilyl-substituted anilines [LN(SiMe3)H (7) and LN(Bn)H (8)] with 0.5 equiv of nBu2Mg allow the formation of homoleptic bis(amides) of the [LN(R)]2Mg type (10 and 11). Nevertheless, only the silylated secondary amine 7 is able to provide the heteroleptic n-butylmagnesium amide LN(SiMe3)MgnBu (9) upon reaction

  锂、镁和锌配合物N , N '-螯合胺-酰胺杂化配体 ([2-(Me 2 NCH 2 )C 6 H 4 NR] - , 缩写为 L N R ) 的合成及结构, 其中报道了 R = H、SiMe 3或 Bn)。空间要求最低的 L N H 与各种镁源的反应通过从 L N HMg n Bu ( 2 )中消除正丁烷或通过 L N 的反应得到六聚酰亚胺 [L N Mg] 6 ( 4 )HLi ( 1 ) 与 MeMgBr。[L N H] 2 Mg ( 3 ) 通过将 0.5 equiv 的n Bu 2 Mg 或 Mg[N(SiMe 3 ) 2 ] 2添加到 L N H 2中并与 1 equiv 的n Bu 2 Mg 反应得到2 . L N HMgN(SiMe 3 ) 2 ( 6 ) 和同构的 L N HZnN(SiMe 3 ) 2 ( 16) 已使用两种不同的方法制备：通过 Zn/Mg[N(SiMe