2,3-dihydroxy-4-(8-(2-hydroxy-3-methoxyphenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)benzaldehyde | 844644-78-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,3-dihydroxy-4-(8-(2-hydroxy-3-methoxyphenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)benzaldehyde
• CAS: 844644-78-6
• 化学式: C₁₈H₁₈N₂O₇
• 分子量: 374.35
• InChiKey: PDJPBQVYUWXDPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  130.17
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2,3-dihydroxy-4-(8-(2-hydroxy-3-methoxyphenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)benzaldehyde 、 (1R,2R)-1,2-diaminocyclohexane 以 乙醇 、 氯仿 为溶剂， 反应 3.0h， 以73%的产率得到
  参考文献：
  名称：

  Spontaneous enrichment of one-handed helices by dissolution of quasiracemic crystals of a tetranuclear single helical complex

  摘要：

  螺旋复合物[LZn3La(OAc)3]的左手异构体在类奇异态晶体溶解时从 50 ∶ 50 自发富集到 87 ∶ 13。[LZn3La(OAc)3]的可逆螺旋性（全局手性）有助于类冰化合物的形成，而 R,R-环己二胺分子的定点手性（局部手性）则有效地控制了溶液中的全局手性。

  DOI：

  10.1039/c0cc04998k
• 作为产物：
  描述：

  3-甲氧基水杨醛O-(1-乙氧基酰胺)肟 、 2,3-二羟基对苯二甲醛 以 乙醇 为溶剂， 反应 1.0h， 以53%的产率得到2,3-dihydroxy-4-(8-(2-hydroxy-3-methoxyphenyl)-3,6-dioxa-2,7-diazaocta-1,7-dien-1-yl)benzaldehyde
  参考文献：
  名称：

  Synthesis of acyclic tetrakis- and pentakis(N₂O₂) ligands for single-helical heterometallic complexes with a greater number of winding turns

  摘要：

  Acyclic oligooxime ligands (H8L4 and H10L5) that have four or five N2O2 coordinating moieties (salamo moieties) were synthesised in order to obtain single-helical metal complexes with a greater number of winding turns. When the complexation of the tetrakis (salamo) ligand H8L4 with zinc(II) took place, a complicated mixture of zinc(II) complexes was formed. However, the mixture was converted to a discrete pentanuclear complex in the presence of a guest ion with a suitable size (La3+, Ba2+), which was evidenced by the well-resolved sharp 1H NMR spectra and the mass spectra. Other ions with a smaller size (Lu3+, Ca2+) did not lead to such a discrete species. The 1H NMR spectral feature of the pentanuclear complex [L4Zn4La(OAc)3] is consistent with the single-helical structure in which the nth benzene ring approximately lies on the (n+3)th benzene ring.

  DOI：

  10.1080/10610278.2010.514906

文献信息

• Spontaneous formation of a chiral supramolecular superhelix in the crystalline state using a single-stranded tetranuclear metallohelicate
  作者：Shigehisa Akine、Takashi Matsumoto、Tatsuya Nabeshima

  DOI：10.1039/b810426c

  日期：——

  An unprecedented one-handed coiled-coil structure was formed in the crystal of a Zn3La tetranuclear metallohelicate, in which the handedness of both the helical component and the helical array was well controlled by the chiral auxiliary of the flexible acyclic ligand.

  在Zn3La四核金属螺旋酸盐晶体中形成了一种前所未有的单手螺旋线圈结构，其中螺旋成分和螺旋阵列的手性均由柔性无环配体的手性辅助剂很好地控制。
• A Molecular Leverage for Helicity Control and Helix Inversion
  作者：Shigehisa Akine、Sayaka Hotate、Tatsuya Nabeshima

  DOI：10.1021/ja205570z

  日期：2011.9.7

  The helical tetranuclear complex [LZn(3)La-(OAc)(3)] having two benzocrown moieties was designed and synthesized as a novel molecular leverage for helicity control and helix inversion. Short alkanediammonium guests H(3)N(+)-(CH(2))(n)NH(3)(+) (n = 4, 6, 8) preferentially stabilized the P-helical isomer of [LZn(3)La(OAc)(3)], while the longer guest H(3)N(+)(CH(2))(12)NH(3)(+) caused a helix inversion to give the M-helical isomer as the major isomer. The differences in the molecular lengths were efficiently translated into helical handedness via the novel molecular leverage mechanism using the gauche/anti conversion of the trans-1,2-disubstituted ethylenediamine unit.