sodium 2-(N,N-dimethylaminomethyl)phenolate | 52687-02-2

• 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: sodium 2-(N,N-dimethylaminomethyl)phenolate
• 英文别名: Na{(OC6H4-2-(CH2NMe2))}；sodium;2-[(dimethylamino)methyl]phenolate
• CAS: 52687-02-2
• 化学式: C₉H₁₂NNaO
• 分子量: 173.19
• InChiKey: VNPJHFKAKUKIJI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.17
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  sodium 2-(N,N-dimethylaminomethyl)phenolate 以 四氢呋喃 、 乙醚 为溶剂， 生成 [Fe(OC6H4CH2NMe2-2)2(pyridine)2]
  参考文献：
  名称：

  Brandts, Jim A.M.; Janssen, Maurits D.; Hogerheide, Marinus P., Inorganica Chimica Acta, 1999, vol. 291, # 1-2, p. 326 - 332

  摘要：

  DOI：

文献信息

• A Proposal for Positive Cooperativity in Anion−Cation Binding in Yttrium and Lutetium Complexes Based on <i>o</i>-Amino-Substituted Phenolate Ligands. On the Way to Coordination Polymers by Self-Assembly. Molecular Structures of [ClLu(OAr)₃Na] (X-ray) and [ClY(OAr‘)₃Y(OAr‘)₃Na] (X-ray and ⁸⁹Y-NMR)
  作者：Marinus P. Hogerheide、Stéphanie N. Ringelberg、David M. Grove、Johann T. B. H. Jastrzebski、Jaap Boersma、Wilberth J. J. Smeets、Anthony L. Spek、Gerard van Koten

  DOI：10.1021/ic950639h

  日期：1996.1.1

  hetero(poly)metallic complexes [ClM(OAr)(3)Na] (M = Lu (3a), Y (3b)) and [ClY(OAr')(3)Y(OAr')(3)Na] (4) containing the bis (OAr = OC(6)H(2)(CH(2)NMe(2))(2)-2,6-Me-4) and mono (OAr' = OC(6)H(4)(CH(2)NMe(2))-2) o-amino-substituted phenolate ligands have been synthesized and characterized by NMR ((1)H, (13)C, and (89)Y) and X-ray structure determinations (3a and 4). Crystals of 3a are triclinic, space group

  独特的杂多金属配合物[ClM（OAr）（3）Na]（M = Lu（3a），Y（3b））和[ClY（OAr'）（3）Y（OAr'）（3）Na] （4）包含bis（OAr = OC（6）H（2）（CH（2）NMe（2））（2）-2,6-Me-4）和mono（OAr'= OC（6）H （4）（CH（2）NMe（2））-2）邻氨基取代的酚盐配体已经合成并通过NMR（（1）H，（13）C和（89）Y）和X-进行了表征射线结构确定（3a和4）。3a晶体是三斜晶系，空间群P＆onemacr ;,晶胞尺寸a = 10.706（1）Å，b = 14.099（2）Å，c = 18.882（3）Å，alpha = 93.48（1）度，beta = 99.49 （1）度，γ= 108.72（11）度，Z =2。3a中的氯，和钠原子位于伪3倍轴上（角度Cl-Lu.Na = 177.82（5）度）周围的三个酚盐配体的排列方式为“螺旋桨状”
• Oxidation of Heteroleptic Diarylpalladium Compounds with <i>tert</i>-Butyl Hydroperoxide. Substituent Effects in Aromatic Oxidation Reactions
  作者：Jean-Marc Valk、Jaap Boersma、Gerard van Koten

  DOI：10.1021/om960386f

  日期：1996.10.15

  A series of heteroleptic diarylpalladium compounds, containing both a naphthyl (1-C10H6CH2NMe2-2 or 1-C10H5CH2NMe2-2-Me-3) and a phenyl (1-C6H4CH2NMe2-2 or 1-C6H3CH2NMe2-2-Me-x, x = 3, 5, 6) monoanionic C,N-bidentate ligand, was reacted with tert-butyl hydroperoxide (TBHP) to give selective oxygen insertion into one of the C−Pd bonds. It was found that the order of reactivity of the palladium−carbon

  一系列杂芳基二芳基钯化合物，包含萘基（1-C 10 H 6 CH 2 NMe 2 -2或1-C 10 H 5 CH 2 NMe 2 -2-Me-​​3）和苯基（1-C 6 H 4 CH 2 NMe 2 -2或1-C 6 H 3 CH 2 NMe 2 -2-Me- x，x = 3，5，6）单阴离子C，N-双齿配体与叔反应-丁基过氧化氢（TBHP）使氧选择性插入C-Pd键之一。发现钯-碳键的反应性顺序以1-萘基-Pd＞苯基-Pd的顺序降低。甲基的取代基的引入，使我们能够微调氧化反应（的区域选择性我。Ë。苯基的比例相对于萘氧合受到影响），但不扭转的顺序。甲基对包含它们的芳族底物具有减活作用，表明在实际的氧化步骤中氧化诱导的亲核途径。单加氧产物RPdOR'的产率从82％到97％不等，与VO（acac）2或[RhCl（cod）]的存在无关。尽管在这些催化剂的存在下反应速率大大提高，但是在图2的催化剂中反应速率却大大提高。
• O,N-Chelated germanium, tin and lead compounds containing 2-[N,N-(dimethylamino)methyl]phenolate as ligand
  作者：Martin Novotný、Zdeňka Padělková、Jaroslav Holeček、Aleš Růžička

  DOI：10.1016/j.jorganchem.2013.02.033

  日期：2013.6

  Pb) containing LNO ligand(s) (where LNO is 2-(N,N-dimethylaminomethyl)phenolate) were synthesized and its structure described by NMR techniques in solution and X-ray techniques in the solid state (for L2NOSnPh2, L2NOSnCl2, L2NOGe and LNOSnCl which forms a dimer). Structures and properties of prepared species have been compared with previously published germanium and tin compounds containing –OCH2CH2NMe2

  合成了十三种有机锡（IV）和含有L NO配体（其中L NO为2-（N，N-二甲基氨基甲基）酚盐）的第14组低价络合物（Ge，Sn和Pb），并通过NMR对其结构进行了描述固态的溶液技术和X射线技术（对于L 2 NO SnPh 2，L 2 NO SnCl 2，L 2 NO Ge和L NO SnCl形成二聚体）。已将制备物种的结构和性质与先前发布的含–OCH 2 CH 2 NMe 2的锗和锡化合物进行了比较作为O，N-或LCN（其中LCN是2-（N，N-二甲基氨基甲基）苯基）作为C，N-螯合配体。包含L NO配体的固态结构比包含后两个配体的配合物显示出更强的分子内N→Sn配位。
• Synthesis and Characterization of O,N-Chelated Vanadium(IV) Oxo Phenolate Complexes:  Electronic Effect of Meta and Para Substituents on the Vanadium Center
  作者：Henk Hagen、Antonio Barbon、Ernst E. van Faassen、Bert T. G. Lutz、Jaap Boersma、Anthony L. Spek、Gerard van Koten

  DOI：10.1021/ic9901564

  日期：1999.9.1

  A series of O,N-chelated vanadium(IV) oxo bis(phenolate) complexes (1a-i) have been prepared from [VOCl2(THF)(2)] and several ortho-amino-functionalized phenols in the presence of a base. The intermediates in the synthesis of these compounds are mono(phenolato)vanadate complexes, as was shown by the reaction of [VOCl2(THF)(2)] with 1 equiv of HOC6H2(CH2NMe2)(2)-2,6-Me-4 in the absence of base. This yielded [VOCl2(OC6H2(CH2NMe2)2-Me-4-(CH2NHMe2)-6)] (2), in which the second amine function acts as an internal base, assisting in binding the formed equivalent of HCl. Complex 2 exists in the solid state as the dichlorovanadate(IV) species with the protonated amine function forming a three-centered intramolecular hydrogen bridge in which both a chloride atom and the oxygen atom of the phenolate ligand participate. EPR, UV-vis, and cyclic voltammetry analysis of the complexes with meta or para substituents (1a-g) on the aryloxy ring showed the hyperfine coupling constant, the HOMO-LUMO transition, and the oxidation potential, respectively, to be linearly related to the Hammett sigma constants of the substituents on the monoanionic aryloxy ring. The oxidation potential shows a large dependence (dE(ox)/d sigma = 170 mV (per phenoxy ligand)) on the Hammett constant. Crystal data: 1a, orthorombic, Pbca, a = 9.4321(7) Angstrom, b = 14.1919(14) Angstrom, c = 26.5484(14) Angstrom, V = 3553.8(5), Angstrom(3), Z = 8; 2, monoclinic, C2/c, a = 17.9977(15) Angstrom, b = 15.7445(9) Angstrom, c = 14.4986(6) Angstrom, beta = 113.206(5)degrees, V = 3776.0(4) Angstrom(3), Z = 4.
• Wehman, Erik; Koten, Gerard van; Knotter, D. Martin, Recueil des Travaux Chimiques des Pays-Bas, 1987, vol. 106, p. 370 - 370
  作者：Wehman, Erik、Koten, Gerard van、Knotter, D. Martin、Erkamp, Cornelis J. M.、Mali, Adrianus N. S.、Stam, Casper H.

  DOI：——

  日期：——