7,11,15,28-tetrakis(bromomethyl)-1,21,23,25-tetramethyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis<1,3>dioxocino<5,4-i:5',4'-i'>benzo<1,2-d:5,4-d'>bis<1,3>benzodioxocin | 887129-89-7

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 7,11,15,28-tetrakis(bromomethyl)-1,21,23,25-tetramethyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis<1,3>dioxocino<5,4-i:5',4'-i'>benzo<1,2-d:5,4-d'>bis<1,3>benzodioxocin
• 英文别名: bromomethylcavitand；tetrakis(bromomethyl)tetramethyl cavitand；tetrabromomethylresorc-[4]arene；7,11,15,28-tetrakis(bromomethyl)-1,21,23,25-tetramethyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis[1,3]dioxocino[5,4-i:5',4'-i']benzo[1,2-d:5,4-d']bis[1,3]benzodioxocin；6,12,18,39-Tetrakis(bromomethyl)-25,29,33,37-tetramethyl-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaene
• CAS: 887129-89-7
• 化学式: C₄₀H₃₆Br₄O₈
• 分子量: 964.337
• InChiKey: UTWISNGYVHWMRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  52
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7,11,15,28-tetrakis(bromomethyl)-1,21,23,25-tetramethyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis<1,3>dioxocino<5,4-i:5',4'-i'>benzo<1,2-d:5,4-d'>bis<1,3>benzodioxocin 在 硫脲 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 1,21,23,25-tetramethyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis<1,3>dioxocino<5,4-i:5',4'-i'>benzo<1,2-d:5,4-d'>bis<1,3>benzodioxocin-7,11,15,28-tetramethanethiol
  参考文献：
  名称：

  Cavitands Are Effective Templates for Inducing Stability and Nativelike Structure in de Novo Four-Helix Bundles

  摘要：

  We have designed, synthesized and characterized eight cavitand-based de novo four-helix bundles, where each helix contains the basis sequence EELLKKLEELLKKG. We find that each de novo protein is highly helical and extremely stable to the chemical denaturant guanidine hydrochloride (GuHCl). We studied the effect of the cavitand-peptide linker on the stability of each de novo protein. Flexible linkers render the helical structures more susceptible to denaturation by GuHCl. Linker structure and length also dictate monomer/dimer equilibria of the proteins. Proteins containing 0-3 Cry units possess varying degrees of nativelike structure. In contrast, proteins containing two or four methylene Linkers are more characteristic of molten globules. These differences can be attributed to the additional hydrogen bonding capabilities of the glycine linker variants and to the distance between the cavitand template and the helical bundle. The cavitand pendent group was also changed in one de novo protein from a methyl group to a propyl-phosphate moiety. This alteration does not affect the stability or packing within the helical bundle; however, it does affect the monomer/dimer equilibrium.

  DOI：

  10.1021/ja990487f
• 作为产物：
  描述：

  1,7,11,15,21,23,25,28-octamethyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis<1,3>dioxocino<5,4-i:5',4'-i'>benzo<1,2-d:5,4-d'>bis<1,3>benzodioxocin 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 8.0h， 以56%的产率得到7,11,15,28-tetrakis(bromomethyl)-1,21,23,25-tetramethyl-2,20:3,19-dimetheno-1H,21H,23H,25H-bis<1,3>dioxocino<5,4-i:5',4'-i'>benzo<1,2-d:5,4-d'>bis<1,3>benzodioxocin
  参考文献：
  名称：

  A Family of Capsule-Based Coordination Polymers Constructed from a New Tetrakis(1,2,4-triazol-ylmethyl)resorcin[4]arene Cavitand and Varied Dicarboxylates for Selective Metal-Ion Exchange and Luminescent Properties

  摘要：

  一系列新型胶囊基配位聚合物（CPs），即[Cd(TTR4A)(L1)]-2.5H2O (1)、[Cd(TTR4A)(L2)]-2DMF-2H2O (2)、[Cd(TTR4A)(L3)]-2DMF-1.5H2O (3)、[Cd(TTR4A)(L4)]-1.5H2O (4)和[Zn(TTR4A)(L1)]-DMF-H2O (5)是通过碗状四(1,2,4-三唑基甲基间苯二酚[4]炔(TTR4A)配体与 d10 金属盐在不同二羧酸盐（H2L1 = 富马酸、H2L2 = 1,3-苯二甲酸，H2L3 = 5-羟基-1,3-苯二甲酸，H2L4 = 联苯-4,4′-二甲酸，以及 DMF = N,N-二甲基甲酰胺）。CP 1-3 显示出罕见的基于胶囊的二维（2D）网络结构。在 1-3 中，两个 TTR4A 碗共用两个镉（II）阳离子形成一个胶囊，二羧酸盐进一步将其扩展为二维网络。CP 4 的特点是由碗状[Cd2TTR4A]单元和 L4 阴离子构建出迷人的三维 3 连接框架结构。在 CP 5 中，每个 TTR4A 通过两个 1,2,4-三唑基团与两个锌（II）阳离子配位，生成一个胶囊，再通过 L1 配体进一步连接，形成二维网络结构。重要的是，对 1-4 的固态发射和温度可变发光进行了研究。特别是研究了 CP 1 显著的金属离子交换特性。

  DOI：

  10.1021/acs.cgd.5b00469

文献信息

• Water-Soluble Cavitands − Synthesis, Solubilities and Binding Properties
  作者：Oskar Middel、Willem Verboom、David N. Reinhoudt

  DOI：10.1002/1099-0690(200208)2002:15<2587::aid-ejoc2587>3.0.co;2-2

  日期：2002.8

  Water-soluble cavitand receptors have been obtained by the introduction of ionizable groups (5, 21-28, 39) and neutral hydrophilic tetraethylene glycol based dendritic wedges (19, 20). The synthesis of these cavitands and a study of their water solubilities and binding properties toward neutral organic guests (toluene, phenol, p-cresol) in water are described.

  通过引入可电离基团 (5, 21-28, 39) 和中性亲水性四乙二醇基树枝状楔形物 (19, 20) 已获得水溶性空腔受体。描述了这些空腔的合成及其对水中中性有机客体（甲苯、苯酚、对甲酚）的水溶性和结合特性的研究。
• A Nanosized Propeller-like Polyoxometalate-linked Copper(I)-Resorcin[4]arene for Efficient Catalysis
  作者：Yan-Ling Xiong、Ming-Yue Yu、Ting-Ting Guo、Jin Yang、Jian-Fang Ma

  DOI：10.1021/acs.inorgchem.0c02404

  日期：2020.10.19

  The design and assembly of polyoxometalate-resorcin[4]arene-based metal–organic molecular materials are particularly attractive for their elegant structures and potential functions. By applying a newly designed resorcin[4]arene ligand (TPC4R-II), a copper(I)-coordinated polyoxometalate-based metal–organic molecular material, namely, [CuI6(Br)3(TPC4R-II)3(PMo12O40)]·8H2O (1), was rationally assembled.

  基于多金属氧酸酯-间苯二酚[4]芳烃的金属-有机分子材料的设计和组装因其优雅的结构和潜在的功能而特别吸引人。通过应用新设计的间苯二酚[4]芳烃配体（TPC4R-II），可形成铜（I）配位的多金属氧酸盐基金属有机分子材料，即[Cu I 6（Br）3（TPC4R-II）3（ PMo 12 O 40）]·8H 2 O（1）被合理地组装。三个铜（I）配位的间苯二酚[4]芳烃通过中央[PMo 12 O 40 ] 3–结合在一起，产生超分子螺旋桨。1个具有氧化脱硫（ODS）和叠氮化物-炔烃环加成（AAC）反应的高效催化性能。这项工作通过很好地结合两种类型的大型复合材料以及低配位金属阳离子，为纳米级多金属氧酸盐基金属间苯二酚[4]芳烃组件提供了一种可行的方法。
• Microwave-assisted synthesis of a new series of resorcin[4]arene cavitand-capped porphyrin capsules
  作者：Michael G. McKay、Thandanani Cwele、Holger B. Friedrich、Glenn E. M. Maguire

  DOI：10.1039/b907547j

  日期：——

  receptors are fundamental to the modeling of biological host–guest interactions such as those characteristic of enzymatic processes. Among the more versatile and effective synthetic receptors are the hemicarcerand-type hosts. Herein we report the synthesis of six novel resorcin[4]arene cavitand-capped porphyrin capsules, in a new series of molecular capsules modeled on the classical hemicarcerands initially

  胶囊状分子受体对于生物宿主-客体相互作用（例如酶促过程的特征）建模的基础是至关重要的。半角质型宿主是更加通用和有效的合成受体。在此，我们报道了六种新型间苯二酚[4]芳烃cavitand-封端的合成卟啉胶囊，是一系列新的分子胶囊的模型，这些分子胶囊是由Cram及其同事最初报道的经典半癌的模型制成的。在第一个报道的其在超分子封端的制备中的利用的实例中卟啉在宿主分子中，使用微波（MW）辐射（结合Adler条件）以原位形成卟啉帽。另外，相对于迄今报道的传统回流方案，通过这些条件获得的产率显示出显着的提高。第20–25胶囊无限稳定，我们观察到22和25的胶体具有迄今报道的间苯二酚[4]芳烃空泡封端的最小刚性腔卟啉 宿主分子。
• Anion Complexation by Glycocluster Thioureamethyl Cavitands: Novel ESI-MS-Based Methods for the Determination ofKa Values
  作者：Gennady V. Oshovsky、Willem Verboom、Roel H. Fokkens、David N. Reinhoudt

  DOI：10.1002/chem.200305612

  日期：2004.6.7

  functionalized cavitands was prepared in good yields (72-86 %) by reaction of a tetrakis(aminomethyl) cavitand with the thiocyanate derivatives of acetylated glucose, galactose, and cellobiose. The anion complexation behavior of the acetylated and deacetylated glycocluster thioureamethyl cavitands was studied with electrospray ionization mass spectrometry (ESI-MS) in acetonitrile and in a 1:1 acetonitrile/water

  通过使四（氨基甲基）空泡蛋白与乙酰化葡萄糖，半乳糖和纤维二糖的硫氰酸酯衍生物反应，以高收率（72-86％）制备了一系列糖-硫脲官能化的空泡蛋白。分别通过电喷雾电离质谱法（ESI-MS）在乙腈和1：1乙腈/水混合物中研究了乙酰化和脱乙酰基的糖簇硫脲甲基空泡酚的阴离子络合行为。所有化合物均显示对Cl（-）的偏爱。发现强度的平方根与所形成的客体-客体复合物的浓度之间存在线性关系。基于这种关系，已经开发出了通过直接滴定和竞争实验确定K（a）值的新方法。
• The cooperative effect of electrostatic and hydrophobic forces in the complexation of cationic molecules by a water-soluble resorcin[4]arene derivative
  作者：Seong Jin Park、Jong-In Hong

  DOI：10.1016/s0040-4039(00)01441-6

  日期：2000.10

  A new water-soluble resorcin[4]arene derivative 4 was synthesized and the complexation of cationic guests in D2O was studied by 1H NMR spectroscopy. A 1:1 binding mode was elucidated by a Job's plot. The cooperative effect of electrostatic and hydrophobic interactions acts as a binding force for a strong complex formation with appropriate cationic guests in water. The thermodynamic parameters of complexation

  合成了一种新的水溶性间苯二酚[4]芳烃衍生物4，并通过1 H NMR谱研究了阳离子客体在D 2 O中的络合作用。乔布斯的情节阐明了1：1绑定模式。静电和疏水相互作用的协同作用充当与水中适当的阳离子客体形成强复合物的结合力。由范霍夫图确定的客体I络合的热力学参数表明，络合过程是由焓和熵驱动的。