3,4,6,7,15,16,17,18,19,20,21-undecahydro-2,5,8-trioxa-16,20-diazatricyclo[20.4.0.0^9,14]hexacosa-9,11,13,22,24,26(1)-hexaene | 85735-85-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,6,7,15,16,17,18,19,20,21-undecahydro-2,5,8-trioxa-16,20-diazatricyclo[20.4.0.0^9,14]hexacosa-9,11,13,22,24,26(1)-hexaene
• 英文别名: 1,15-diaza-3,4:12,13-dibenzo-5,8,11-trioxacyclooctadecane；2,5,8-Trioxa-16,20-diazatricyclo[20.4.0.09,14]hexacosa-1(26),9,11,13,22,24-hexaene
• CAS: 85735-85-9
• 化学式: C₂₁H₂₈N₂O₃
• 分子量: 356.465
• InChiKey: JLCUDHRXCZPFMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  51.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4,6,7,15,16,17,18,19,20,21-undecahydro-2,5,8-trioxa-16,20-diazatricyclo[20.4.0.0^9,14]hexacosa-9,11,13,22,24,26(1)-hexaene 在 六氯环三磷腈 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以68%的产率得到pentane-3-oxa-N,N'-bis(1,5-oxybenzyl)-spiro(propane-1',3'-diamino)-4,4,6,6-tetrachlorocyclo-2λ⁵,4λ⁵,6λ⁵-triphosphazatriene
  参考文献：
  名称：

  Phosphorus–nitrogen compounds: novel spiro-crypta-phosphazenes. Structure of {pentane-3-oxa-N,N′-bis(1,5-oxybenzyl)-spiro (propane-1′,3′-diamino)-4,4,6,6-tetrachlorocyclo- 2λ5,4λ5,6λ5-triphosphazatriene}. Part IX

  摘要：

  The condensation reactions between hexachlorocyclotriphosphazatriene (1), N3P3Cl6, and dibenzo-diaza crown ethers (2 and 3) afforded two novel spiro-crypta-phosphazene derivatives (4 and 5). Compounds (4 and 5) have been characterized by elemental analyses, FTIR, H-1-, C-13-, P-31 NMR, HETCOR and MS. The structure of crypta-phosphazene (5) has been determined crystallographically. Compounds (4 and 5) are the first examples of the crypta-phosphazene derivatives. The P-31 NMR spectra of compounds (4 and 5) indicate that both of the compounds have anisochrony, possibly because of the stereogenic nitrogen atoms. In compound (5), the pyramidal geometries of four spirocyclic nitrogen atoms give rise to stereogenic properties. The sum of the bond angles around N4, N4A, N5 and N5A nitrogens are 346.2(4), 348.8(3), 347.1(3) and 345.8(4)degrees, respectively. Compound (5) crystallizes in the P2(1) space group with a=11.831(2), b=21.108(2), c = 1 1.936(1) Angstrom, beta = 102.70(1)degrees, V= 2907.9(6) Angstrom(3) Z=2 and D-x=1.442 g cm(-3). The absolute structure was determined successfully. There are two molecules in the asymmetric unit. The structure consists of a non-centrosymmetric, non-planar phosphazene ring with a bulky dibenzo-diaza crown ether side group. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2004.07.009
• 作为产物：
  描述：

  2,5,8-trioxa-16,20-diazatricyclo<20.4.0.0^9,14>hexacosa-9,11,13,15,20,22,24,26-octaene 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 3,4,6,7,15,16,17,18,19,20,21-undecahydro-2,5,8-trioxa-16,20-diazatricyclo[20.4.0.0^9,14]hexacosa-9,11,13,22,24,26(1)-hexaene
  参考文献：
  名称：

  2,5,8-Trioxa-16,20-diazatricyclo[20.4.0.0^9,14]hexacosa-9,11,13,15,20,22,24,26-octaene

  摘要：

  The title molecule, C21H24N2O3, an N2O3-type crown compound, is a crystallographically centrosymmetric multidentate Schiff base ligand containing two imine N and three ether O atoms. It has a short C=N imine bond length [1.254(4) Angstrom] and a narrow C-NC angle [117.9(3)degrees] compared with salicylaldimine and naphthaldimine Schiff bases.

  DOI：

  10.1107/s0108270198012281

文献信息

• New Macrocyclic Ligands. X. 'Reinforced' Single-Ring and Three-Ring Systems Derived from a Common Series of O2N2- and O3N2-Macrocyclic Precursors
  作者：Tae-Ho Ahn、Jeong Kim、Jun Wang、Leonard F. Lindoy

  DOI：10.1071/ch99185

  日期：——

  The synthesis of new ‘reinforced’ O2N2- and O3N2-donor single macrocycles together with isomeric three-ring products is described. The new derivatives, which respectively incorporate intra- and inter-ring bridges between nitrogen donor atoms, were obtained on reaction of the parent membered macrocycles with 1,3-dibromopropane (or, in the case of the monomeric ‘reinforced’ rings, also 1,2-dibromoethane).

  合成新的 "强化 和 O3N2 单大环链 以及异构三环产物的合成。这些新衍生物 在氮供体原子之间分别加入了环内桥和环间桥。 供体原子之间分别含有环内桥和环间桥的新衍生物，是母成员大环与 1,3-二溴丙烷（或者，在单体 "加强 "环的情况下 1,2-二溴乙烷）反应后得到。
• New Macrocyclic Ligands. IX. N-Benzylated Macrocycles Incorporating O2N2-, O3N2- and O2N3-Donor Sets.
  作者：Jeong Kim、Youngran Lee、Leonard F. Lindoy、Shim Sung Lee、Tania Strixner

  DOI：10.1071/ch99098

  日期：——

  The syntheses of N-benzylated macrocyclic ligands incorporating O2N2-, O3N2- and O2N3-donor sets, and ring sizes from 15- to 18-membered, is described. The new derivatives were obtained by benzylation of the previously reported parent macrocycles with benzyl bromide in acetonitrile containing suspended sodium carbonate or bicarbonate. The X-ray structure determination of a tribenzylated product containing a 17-membered, O2N3-donor macrocyclic ring is described.

  N-苄基大环配体的合成 与 O2N2-、 和 的 N-苄基大环配体的合成。 的 N-苄基大环配体的合成。新的衍生物是通过 在含有悬浮苄基溴的乙腈中，用苄基溴对之前报道过的母体大环进行苄基化反应 在含有悬浮碳酸钠或碳酸氢钠的乙腈中进行苄基化反应。新衍生物的 X 射线结构测定了含有 17 元、O2N3 供体的 大环。
• Ligand design and metal-ion recognition. Interaction of nickel(II) with 17- to 19-membered macrocycles containing O2N3 and O3N2 donor sets and the x-ray structure of the parent 17-membered macrocyclic ligand
  作者：Kenneth R. Adam、Anthony J. Leong、Leonard F. Lindoy、Hyacinth C. Lip、Brian W. Skelton、Allan H. White

  DOI：10.1021/ja00352a021

  日期：1983.7
• An unusual reaction of Me3Al with the macrobicyclic ligand C22H28N2O3 (C22H28N2O31,15-diaza-3,4:12,13-dibenzo-5,8,11-trioxabicyclo[13,3,1]nonadecane)
  作者：Qun Zhao、Hong-Sui Sun、Xiao-Zeng You

  DOI：10.1016/s0022-328x(98)00894-8

  日期：1999.1

  The reaction of AlMe3 with the macrobicyclic ligand 1,15-diaza-3,4:12,13-dibenzo-5,8,11-trioxabicyclo[13,3,1]nonadecane (C22H28N2O3) in a 4:1 ratio in the presence of a trace of water resulted in the formation of a novel tetranuclear organoaluminum complex (Me3Al)(C22H28N2O3)(AlMe2)(2)(AlMe3)(mu(3)-O) in a nearly quantitative yield. The complex has been characterized by H-1-NMR, EI mass spectra and elemental analyses. A single crystal X-ray diffraction study reveals a mu(3)-oxygen atom bridging three different alkyl aluminum centers in a trigonal planar geometry, and the fourth aluminum center is bonded to the ether oxygen of the macrobicycle with a dative bond length. (C) 1999 Elsevier Science S.A. All rights reserved.