MBC | 1449551-98-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: MBC
• 英文别名: 2,32,48-Trimethyl-8,26,37-trioxa-5,14,17,20,29,34,43-heptazahexacyclo[15.15.13.29,12.222,25.238,41.13,31]dopentaconta-1(32),2,9(52),10,12(51),22,24,31(48),38(47),39,41(46),49-dodecaene-6,28,35-trione
• CAS: 1449551-98-7
• 化学式: C₄₅H₅₇N₇O₆
• 分子量: 791.991
• InChiKey: WPQSZMIIKMLHBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  58
• 可旋转键数：
  0
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  154
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  MBC 在 高氯酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 以64%的产率得到
  参考文献：
  名称：

  Synthesis of a Preorganized Hybrid Macrobicycle with Distinct Amide and Amine Clefts: Tetrahedral versus Spherical Anions Binding Studies

  摘要：

  A new C-3, symmetric amido-amine hybrid macrobicycle, L is synthesized toward anion recognition in its protonated states. L contains tri-amide and tetra-amine clefts separated by p-phenylene spacers. The solid-state structure of methanol-encapsulated L exhibits an overall cavity length of similar to 12.0 angstrom where the amide and amine -NH protons are converged toward the center of the respective cavities. Conformational analysis of L in solution is established by NOESY NMR. Anion binding of [H3L](3+) with spherical (Cl-, Br-, I-) and tetrahedral (ClO4-, SO42-) anions are carried out by isothermal titration calorimeter in dimethylsulfoxide. The association of halides with [H3L](3+) is endothermic and entropy driven. However, association of tetrahedral anions is exothermic in nature and both entropy- and enthalpy-driven. The overall association constants show.the"following order: HSO4- > Br- > Cl- approximate to ClO4-. Single crystal X-ray structures of ClO4- and Br- complexes of protonated L show encapsulation of ClO4- in the amide cleft of [H2L](2+) (complex 1) and encapsulation of Br- in the ammonium cleft of [H3L](3+) (complex 2). Further, preorganization of L toward encapsulation of spherical and tetrahedral anions is established by comparing its amide, amine, and overall cavity dimensions with 1 and 2.

  DOI：

  10.1021/jo401504f
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以65%的产率得到MBC
  参考文献：
  名称：

  Synthesis of a Preorganized Hybrid Macrobicycle with Distinct Amide and Amine Clefts: Tetrahedral versus Spherical Anions Binding Studies

  摘要：

  A new C-3, symmetric amido-amine hybrid macrobicycle, L is synthesized toward anion recognition in its protonated states. L contains tri-amide and tetra-amine clefts separated by p-phenylene spacers. The solid-state structure of methanol-encapsulated L exhibits an overall cavity length of similar to 12.0 angstrom where the amide and amine -NH protons are converged toward the center of the respective cavities. Conformational analysis of L in solution is established by NOESY NMR. Anion binding of [H3L](3+) with spherical (Cl-, Br-, I-) and tetrahedral (ClO4-, SO42-) anions are carried out by isothermal titration calorimeter in dimethylsulfoxide. The association of halides with [H3L](3+) is endothermic and entropy driven. However, association of tetrahedral anions is exothermic in nature and both entropy- and enthalpy-driven. The overall association constants show.the"following order: HSO4- > Br- > Cl- approximate to ClO4-. Single crystal X-ray structures of ClO4- and Br- complexes of protonated L show encapsulation of ClO4- in the amide cleft of [H2L](2+) (complex 1) and encapsulation of Br- in the ammonium cleft of [H3L](3+) (complex 2). Further, preorganization of L toward encapsulation of spherical and tetrahedral anions is established by comparing its amide, amine, and overall cavity dimensions with 1 and 2.

  DOI：

  10.1021/jo401504f

文献信息

• Polyamide–Polyamine Cryptand as Dicarboxylate Receptor: Dianion Binding Studies in the Solid State, in Solution, and in the Gas Phase
  作者：Sourav Chakraborty、Subrata Saha、Luís M. P. Lima、Ulrike Warzok、Sayan Sarkar、Bidyut Akhuli、Mandira Nandi、Somnath Bej、Nayarassery N. Adarsh、Christoph A. Schalley、Rita Delgado、Pradyut Ghosh

  DOI：10.1021/acs.joc.7b01431

  日期：2017.10.6

  Negative-mode electrospray ionization of aqueous solutions of host–guest complexes shows clear evidence for the selective formation of 1:1 complexes. Single-crystal X-ray structures of complexes of the receptor with glutaric acid, α-ketoglutaric acid, adipic acid, pimelic acid, suberic acid, and azelaic acid assist to understand the observed binding preferences. The solid-state structures reveal a size/shape

  研究了聚酰胺-多胺杂化大脚踏车L的结合α，ω-二羧酸根阴离子的能力。从琥珀酸（suc 2–）到谷氨酸（glu 2–），α-酮戊二酸（kglu 2–），己二酸（adi 2–），庚二酸（pim 2–），辛二酸（pikate ）系列阴离子的质子化L的电位测量研究子2- ），壬二至（AZE 2-）已显示具有缔合常数值己二酸偏好ķ = 4900中号-1再在H 2 O / DMSO（50:50 v / v）的二元溶剂混合物。结合常数从glu增加2–到adi 2–然后随着阴离子链的长度不断减小。此外，电位研究表明，客体阴离子与受体的酰胺/铵质子之间的氢键结合静电相互作用也有助于缔合的稳定性。主客体复合物水溶液的负模式电喷雾电离显示了选择性形成1：1复合物的明确证据。受体与戊二酸，α-酮戊二酸，己二酸，庚二酸，辛二酸和壬二酸的复合物的单晶X射线结构有助于理解观察到的结合偏好。固态结构揭示了主体与二羧酸根阴