3,3'-(3,6,9-trioxaundecane-1,11-diyldioxy)-bis(2-hydroxybenzaldehyde) | 115142-67-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3'-(3,6,9-trioxaundecane-1,11-diyldioxy)-bis(2-hydroxybenzaldehyde)
• 英文别名: 3,3'-(3,6,9-trioxaundecane-1,11-diyldioxy)bis(2-hydroxybenzaldehyde)；3,3'-(3,6,9-trioxaundecane-1,8-diyldioxy)bis(2-hydroxybenzaldehyde)；3,3'-(3,6,9-trioxaoctane-1,11-diyldioxy)bis(2-hydroxybenzaldehyde)；3,3'-(3,6,9-trioxaundecane-1,11-diyloxy)bis(2-hydroxybenzaldehyde)；3-[2-[2-[2-[2-(3-Formyl-2-hydroxyphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]-2-hydroxybenzaldehyde
• CAS: 115142-67-1
• 化学式: C₂₂H₂₆O₉
• 分子量: 434.443
• InChiKey: KHDGSXUZNAGEPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3,3'-(3,6,9-trioxaundecane-1,11-diyldioxy)-bis(2-hydroxybenzaldehyde) 以 四氢呋喃 、 甲醇 、 氯仿 、 水 为溶剂， 生成
  参考文献：
  名称：

  Van Veggel, Frank C. J. M.; Harkema, Sybolt; Bos, Martinus, Inorganic Chemistry, 1989, vol. 28, # 6, p. 1133 - 1148

  摘要：

  DOI：
• 作为产物：
  描述：

  四乙二醇二对甲苯磺酸酯 、 2,3-二羟基苯甲醛 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 以63%的产率得到3,3'-(3,6,9-trioxaundecane-1,11-diyldioxy)-bis(2-hydroxybenzaldehyde)
  参考文献：
  名称：

  合成大环主体中中性客体和亲电子金属阳离子的共络合

  摘要：

  Synthese de pyrido-27-crown-9 • LiClO 4 uree ou Li et 1 uree Sont encapsulees par la分子热，et l'uree coordinee au Li par l'atome O. On synthetise egalement des complexes de Ni-eau et Ni -uree de 2 macrocycles avec reste base de Schiff

  DOI：

  10.1021/ja00223a017

文献信息

• Synthesis, structure and characterization of zinc(II), copper(II), zinc(II) barium(II) and copper(II) barium(II) complexes of macrocyclic heteronucleating ligands based on isothiosemicarbazide
  作者：Vladimir B. Arion、Eckhard Bill、Manfred T. Reetz、Richard Goddard、Detlef Stöckigt、Michael Maau、Veaceslav Levitsky

  DOI：10.1016/s0020-1693(98)00198-4

  日期：1998.11

  Abstract The linear polyether dialdehydes (2-hydroxybenzaldehyde-3-yl)-O-(CH 2 CH 2 O) n -(3-yl-2-hydroxybenzaldehyde), where n = 3 ( 1 ), 4 (2), react with S -methylisothiosemicarbazide hydroiodide (or hydrochloride) in the presence of Ba(CF 3 SO 3 ) 2 and zinc(II) acetate and/or copper(II) acetate in methanol/THF to give [ZnBaL 1 l(CF 3 SO 3 )(CH 3 OH)] 2 ·0.5H 2 O ( 5 ). [CuBaL 1 (CF 3 SO 3 ) 2

  摘要线性聚醚二醛（2-羟基苯甲醛-3-基）-O-（CH 2 CH 2 O）n-（3-基-2-羟基苯甲醛），其中n = 3（1），4（2）反应在甲醇/ THF中，在Ba（CF 3 SO 3）2和乙酸锌（II）和/或乙酸铜（II）存在下，用S-甲基异硫代氨基脲氢碘化物（或盐酸盐）制得[ZnBaL 1 l（CF 3 SO 3） ）（CH 3 OH）] 2·0.5H 2 O（5）。[CuBaL 1（CF 3 SO 3）2] 2（8）和[CuBaL 2（CF 3 SO 3）2] 2（10）。在甲醇中用AgCF 3 SO 3处理5，然后从乙醇中重结晶，导致I-损失，得到[ZnBal 1（CF 3 SO 3）2（H 2 O）] 2（6）。使用硫酸胍水溶液从6,8和10中除去Ba 2-，得到ZnL 1·H 2 O（7），CuL 1·2H 2 O（9）和CuL 2·2H 2 O（11） 。5的分子结构已经通
• Asymmetric compartmental macrocyclic ligands and related mononuclear and hetero-dinuclear complexes with d- and/or f-metal ions
  作者：N Brianese、U Casellato、S Tamburini、P Tomasin、P.A Vigato

  DOI：10.1016/s0020-1693(99)00235-2

  日期：1999.10

  [1 + 1] Asymmetric compartmental macrocycles H2L (H2LA-H2LG), containing one N2O2, N3O2 or N2O2O2 Schiff base and one adjacent O2O3, O2O4 or O2O5 'crown like' coordination chamber, have been prepared by self-condensation or by reaction of the appropriate diformyl (H2LI-H2LIII) and amine precursors in the presence of barium(II) salts, followed by a demetallation reaction of the resulting complexes, Ba(H2L)(ClO4)(2), with guanidinium sulphate. They have been characterised by IR, NMR and mass spectrometry. The single crystal X-ray structural determination of H2LC confirms their [1 + 1] cyclic nature. The mononuclear complexes Ln(H2L)(X)(3). nS (Ln = La-Lu; X = Cl-, NO3-) and Ni(L). nS have been prepared by reaction of the preformed ligands with the appropriate metal salt, by template procedure or by condensation of the acyclic complexes with the diformyl derivatives Ln(H2L')(X)(3) or Ni(L') with the appropriate amine. They have been characterised by IR, NMR, magnetic susceptibility and mass spectrometry. In these mononuclear complexes the 4f and transition metal ion invariantly occupy respectively, the crown-like and the Schiff base chamber. In [La(H2LC)(H2O)(4)]Cl-3 the single crystal X-ray structure reveals that a bicapped square antiprismatic decacoordination about the central metal ion is reached by the coordination of the oxygen atoms of the crown-ether chamber and by the oxygen atoms of four water molecules. A Schiff base occupancy has been obtained by the lanthanum ion only when Ba(H2L)(ClO4)(2) was used instead of the free ligand H2L: the barium ion remains in the crown-ether chamber and obliges the incoming lanthanum ion to fill the Schiff base site. By this procedure the hetero-dinuclear complex, LaBa(L-D)(ClO4)(2)(OH). 3H(2)O, has been obtained. La(H2LC)(Cl)(3), by reaction with the appropriate metal salt, gives rise to the hetero-dinuclear species MLa(L-C)(Cl)(2)(OH). nH(2)O (M = Cu, n = 1; M = Ni, n = 2). LaNa(L-D)(X)(2).(X = Cl, NO3) and LaNa(L-F)(NO3)(2) have been synthesised by template procedure or by reaction of H2LD or H2LF with the appropriate lanthanum(III) salt and sodium hydroxide. (C) 1999 Elsevier Science S.A. All rights reserved.
• Synthesis and structure of metallomacrocycles based on isothiosemicarbazides
  作者：Manfred T. Reetz、Vladimir B. Arion、Richard Goddard、Yuri A. Simonov、Victor Ch. Kravtsov、Janusz Lipkowski

  DOI：10.1016/0020-1693(95)04661-r

  日期：1995.10

  New isothiosemicarbazide-based heteronucleating ligands have been synthesised by Ba2+-templated (1:1) macrocyclisation of the poly-etherdialdehydes,3,3'-(3,6-dioxaoctane-1,8-diyldioxy)bis (2-hydroxybenzaldehyde) and 3,3'-(3,6,9-trioxaundecane-1,11-diyldioxy)bis(2-hydroxybenzaldehyde), by using S-methylisothiosemicarbazide as the diamine building block. Thus, the linear polyether dialdehydes (2-hydroxybenzaldehyde-3-yl)-O-(CH2CH2O)(n)-(3-yl-2-hydroxybenzaldehyde), with n=3 and 4, react with S-methylisothiosemicarbazide in the presence of Ba(CF3SO3)(2) and Ni(CH3COO)(2) . 4H(2)O to give two nickel/barium complexes 5 and 6, the crystal structures of which are described. 5: triclinic, , a=9.886(3), b=12.376(4), c=13.845(6) Angstrom, alpha=73.97(3), beta=88.58(3), gamma=83.26(3)degrees, Z=1; 6: triclinic, , a=10.767(2), b=13.221(2), c=15.986(2) Angstrom, alpha=102.57(1), beta=101.13(1), gamma=109.91 (1)degrees, Z=2. Treatment of these complexes with an aqueous solution of guanidinium sulfate yields the respective Ba free metallomacrocycles. The crystal structure of one of these (3 . H2O) has been determined. 3 . H2O: triclinic, , a=8.106(3), b=11.836(4), c=13.174(4) Angstrom, alpha=88.22(3), beta=76.64(3), gamma=70.30(3)degrees, Z=2. Its geometry is compared with its parent compound 5. It reveals that coordination of the Ba2+ cation (0.6 Angstrom above the mean plane of the O atoms) has little influence on the conformation of the macrocycle. The polyether ring in the two Ba complexes differs in size yet the Ba ... Ni distances are remarkably similar (3.664(5) versus 3.723(3) Angstrom) suggesting that the two metal atoms although not bonding may be touching.
• Oxovanadium(IV) and oxovanadium(IV)-barium(II) complexes with heterotopic macrocyclic ligands based on isothiosemicarbazide
  作者：Vladimir B Arion、Victor Ch Kravtsov、Richard Goddard、Eckhard Bill、Julieta I Gradinaru、Nicolai V Gerbeleu、Veaceslav Levitschi、Hervé Vezin、Yuri A Simonov、Janusz Lipkowski、Vitalii K Bel'skii

  DOI：10.1016/s0164-1212(00)00107-2

  日期：2001.5

  The macrocyclisation reaction of 3,3'-(3,6-dioxaoctane-1,8-diyldioxy)-bis(2-hydroxy-benzaldehyde) (1) with S-methylisothiosemicarbazide hydroiodide in the presence of barium triflate, followed by addition of oxovanadium(IV) chloride, yields the dimeric complexes [(VOBaLI)-I-1(I-3)CH3OH](2) (3) and [VOBaL1((CFSO3)-S-3)(2)(CH3OH)(0.5)(H2O)(0.5)](2) (4). Starting from 3,3'-(3,6,9-trioxaundecane-1,11-diyldioxy)-bis(2-hydroxybenzaldehyde (2), and following the same procedure the polymeric complex ([(VOBaLCl)-Cl-2]I-3)}(n) (5) has been obtained. Treatment of 3, 4 or 5 in chloroform with an aqueous solution of guanidinium sulphate leads to VOL1 (6) or VOL2. 2H(2)O (7). Compound 4 has been synthesised in high yield by direct complexation of VOL1 with barium triflate in methanol. The crystal structures of 3, 4 and 5 have been determined by X-ray crystallography. Electronic, mass and EPR spectra are reported. (C) 2001 Elsevier Science B.V. All rights reserved.
• Reetz, Manfred T.; Arion, Vladimir B.; Trueltzsch, Rainer, Chemische Berichte, 1995, vol. 128, # 11, p. 1089 - 1094
  作者：Reetz, Manfred T.、Arion, Vladimir B.、Trueltzsch, Rainer、Buschmann, Hans-Juergen、Cleve, Ernst

  DOI：——

  日期：——