2-azido-1,4-bis(bromomethyl)benzene | 1187592-80-8

• 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: 2-azido-1,4-bis(bromomethyl)benzene
• CAS: 1187592-80-8
• 化学式: C₈H₇Br₂N₃
• 分子量: 304.972
• InChiKey: PVMZCEINUTUKOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-azido-1,4-bis(bromomethyl)benzene 在 ammonium hexafluorophosphate 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Stereochemistry of Molecular Figures-of-Eight

  摘要：

  AbstractA trans isomer of a figure‐of‐eight (Fo8) compound was prepared from an electron‐withdrawing cyclobis(paraquat‐p‐phenylene) derivative carrying trans‐disposed azide functions between its two phenylene rings. Copper(I)‐catalyzed azide–alkyne cycloadditions with a bispropargyl derivative of a polyether chain, interrupted in its midriff by an electron‐donating 1,5‐dioxynaphthalene unit acting as the template to organize the reactants prior to the onset of two click reactions, afforded the Fo8 compound with Ci symmetry. Exactly the same chemistry is performed on the cis‐bisazide of the tetracationic cyclophane to give a Fo8 compound with C2 symmetry. Both of these Fo8 compounds exist as major and very minor conformational isomers in solution. The major conformation in the trans series, which has been characterized by X‐ray crystallography, adopts a geometry which maximizes its CH⋅⋅⋅O interactions, while maintaining its π⋅⋅⋅π stacking and CH⋅⋅⋅π interactions. Ab initio calculations at the M06L level support the conformational assignments to the major and minor isomers in the trans series. Dynamic 1H NMR spectroscopy, supported by 2D 1H NMR experiments, indicates that the major and minor isomers in both the cis and trans series equilibrate in solution on the 1H NMR timescale rapidly above and slowly below room temperature.

  DOI：

  10.1002/chem.201202070
• 作为产物：
  描述：

  2-叠氮基-1,4-二甲基苯 在 四氯化碳 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 生成 2-azido-1,4-bis(bromomethyl)benzene
  参考文献：
  名称：

  供体-受体分子的八位数字。

  摘要：

  分子间模板指导的合成，分离和表征是自配合的供体-受体[1]轮烷的两种结构异构体，它是通过点击化学方法完成的，它是从含有两个叠氮官能团和一个π-的π电子缺陷的四阳离子环烷开始的。由炔丙基终止的富含电子的含1,5-二氧萘的聚醚链。

  DOI：

  10.1039/c1cc15333a

文献信息

• Rapid thermally assisted donor–acceptor catenation
  作者：Albert C. Fahrenbach、Karel J. Hartlieb、Chi-Hau Sue、Carson J. Bruns、Gokhan Barin、Subhadeep Basu、Mark A. Olson、Youssry Y. Botros、Abdulaziz Bagabas、Nezar H. Khdary、J. Fraser Stoddart

  DOI：10.1039/c2cc34427k

  日期：——

  Charged donor–acceptor [2]catenanes containing cyclobis(paraquat-p-phenylene) as the ring component can be synthesised in yields of up to 88% in under one hour by heating two precursors in the presence of macrocyclic polyether templates in N,N-dimethylformamide at 80 °C.

  在 80°C 的 N,N-二甲基甲酰胺中，在大环聚醚模板的存在下加热两种前体，可在一小时内合成含有环双（百草枯-对苯烯）环成分的带电供体-受体 [2]catenanes ，产率高达 88%。
• Intramolecularly enhanced molecular tweezers with unusually strong binding for aromatic guests in unfavorable solvents
  作者：Xiaoyu Xing、Yan Zhao

  DOI：10.1039/c8ob00786a

  日期：——

  aromatic interactions for binding normally work best in polar instead of nonpolar solvents due to the strong solvophobic effect in the binding. Inspired by biological receptors that utilize “delocalized binding interactions” remote from the binding interface to strengthen guest-binding, we constructed molecular tweezers that have a reversed solvent effect. As the direct aromatic binding interactions were weakened

  由于结合中的强疏溶剂作用，使用芳香族相互作用进行结合的分子镊子通常在极性溶剂而非非极性溶剂中效果最佳。受生物受体的启发，该受体利用远离结合界面的“离域结合相互作用”来增强客体结合，我们构建了具有反向溶剂作用的分子镊子。由于非极性溶剂削弱了直接的芳香族键合相互作用，因此，在两个有策略地放置的羧酸之间的来宾触发的主体内部相互作用变得更强，并促进了键合。
• [EN] DYNAMIC-COVALENT HYDROGELS WITH GLUCOSE-SPECIFIC AND GLUCOSE-RESPONSIVE DIBORONATE CROSSLINKING<br/>[FR] HYDROGELS COVALENTS DYNAMIQUES AVEC RÉTICULATION DE DIBORONATE À SPÉCIFICIITÉ POUR LE GLUCOSE ET À SENSIBILITÉ AU GLUCOSE
  申请人：[en]UNIVERSITY OF NOTRE DAME DU LAC

  公开号：WO2023154303A2

  公开（公告）日：2023-08-17

  Described herein are di-phenylboronic acid (DiPBA) motifs that bind glucose with high affinity and improved specificity. The compounds can be used to prepare dynamic injectable materials with improved encapsulation and glucose-triggered release of insulinin vitroandin vivo.