7,11,15,28-tetrabromo-1,21,23,25-tetrakis(2-phenylethyl)-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 | 121424-77-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 7,11,15,28-tetrabromo-1,21,23,25-tetrakis(2-phenylethyl)-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: 6,12,18,39-Tetrabromo-25,29,33,37-tetrakis(2-phenylethyl)-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: 121424-77-9
• 化学式: C₆₄H₅₂Br₄O₈
• 分子量: 1268.73
• InChiKey: LVKYIROQKCINQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.9
• 重原子数：
  76
• 可旋转键数：
  12
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.25
• 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-tetrabromo-1,21,23,25-tetrakis(2-phenylethyl)-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 正丁基锂 、 硼酸三甲酯 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 7.5h， 生成
  参考文献：
  名称：

  Guest-Induced Assembly of Tetracarboxyl-Cavitand and Tetra(3-pyridyl)-Cavitand into a Heterodimeric Capsule via Hydrogen Bonds and CH−Halogen and/or CH−π Interaction:  Control of the Orientation of the Encapsulated Guest

  摘要：

  The guest- or solvent-induced assembly of a tetracarboxyl-cavitand 1 and a tetra(3-pyridyl)-cavitand 2 into a heterodimeric capsule 1(.)2 in a rim-to-rim fashion via four intermolecular CO2H...N hydrogen bonds has been investigated both in solution and in the solid state. In the H-1 NMR study, a 1:1 mixture of 1a and 2a (R = (CH2)(6)CH3) in CDCl3 gave a mixture of various complicated aggregates, whereas this mixture in CDCl2CDCl2 or p-xylene-d(10) exclusively produced the heterodimeric capsule 1a(.)2a. It was found that an appropriate 1,4-disubstituted-benzene is a suitable guest for inducing the exclusive formation of 1a(.)2a in CDCl3. The ability of a guest to induce the formation of guest-encapsulating heterodimeric capsule, guest@(1a(.)2a), increased in the order p-ethyltoluene < 1-ethyl-4-methoxybenzene less than or equal to 1-ethyl-4-iodobenzene less than or equal to 1,4-dibromobenzene < 1-iodo-4-methoxybenzene less than or equal to 1,4-dimethoxybenzene less than or equal to 1,4-diiodobenzene. The H-1 NMR study revealed that a CH-halogen interaction between the inner protons of the methylene-bridge rims (-O-HoutCHin-O-) of the 1a and 2a units and the halogen atoms of 1,4-dihalobenzenes and a CH-pi interaction between the methoxy protons of 1,4-dimethoxybenzene and the aromatic cavities of the 1 a and 2a units play important roles in the formation of 1,4-dihalobenzene @ (1a(.)2a) and 1,4-dimethoxybenzene @ (1a(.)2a), respectively. A preliminary single-crystal X-ray diffraction analysis of guest @ (1b(.)2b) (R = (CH2)(2)-Ph; guest = 1-iodo-4-methoxybenzene or p-xylene) confirmed that the guest encapsulated in 1b(.)2b is oriented with the long axis of the guest along the long axis of 1b(.)2b and that the iodo and the methoxy groups of the encapsulated 1-iodo-4-methoxybenzene are specifically oriented with respect to the cavities of the 2b and 1b units, respectively.

  DOI：

  10.1021/ja035337q
• 作为产物：
  描述：

  溴氯甲烷 、 pentacyclo<19.3.1.1^3,7.1^9,13.1¹⁵¹⁹>octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaen-4,6,10,12,16,18,22,24-octol, 5,11,17,23-tetrabromo-2,8,14,20-tetrakis(2-phenylethyl)- 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以70%的产率得到7,11,15,28-tetrabromo-1,21,23,25-tetrakis(2-phenylethyl)-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：

  微波辅助合成一系列新的间苯二酚[4]芳烃空洞型卟啉胶囊†

  摘要：

  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。

  DOI：

  10.1039/b907547j

文献信息

• Self-Assembly and Anion Encapsulation Properties of Cavitand-Based Coordination Cages
  作者：Federica Fochi、Paola Jacopozzi、Elina Wegelius、Kari Rissanen、Pietro Cozzini、Elena Marastoni、Emilia Fisicaro、Paola Manini、Roel Fokkens、Enrico Dalcanale

  DOI：10.1021/ja0103492

  日期：2001.8.1

  cavitand component. The crystal structure of cage 7d revealed the presence of a single triflate anion encapsulated. Guest competition experiments revealed that the encapsulation preference of cages 7b,d follows the order BF(4)(-) > CF(3)SO(3)(-) >> PF(6)(-) at 300 K. ES-MS experiments coupled to molecular modeling provided a rationale for the observed encapsulation selectivities. The basic selectivity pattern

  已经通过自组装程序合成了两种新型的基于腔体的协调笼 7a--j 和 8a--d。控制笼自组装 (CSA) 的主要因素已确定为 (i) 螯合配体和金属前体之间的 P--M--P 角接近 90 度，(ii) Pd 和 Pt 作为金属中心， (iii) 弱配位的反离子，和 (iv) 四齿空腔配体的预组织。量热测量和动态 (1) H 和 (19) F 核磁共振实验表明 CSA 是熵驱动的。平衡笼低聚物的温度范围由空腔组分的预组织水平决定。笼子 7d 的晶体结构显示存在单个被封装的三氟甲磺酸盐阴离子。来宾竞争实验表明，笼子 7b 的封装偏好，d 遵循 BF(4)(-) > CF(3)SO(3)(-) >> PF(6)(-) 在 300 K 的顺序。 ES-MS 实验与分子建模相结合为观察到的提供了基本原理封装选择性。遵循客体溶剂化焓的基本选择性模式会因腔的大小和形状而改变，仅在 BF(4)(-) 的情况下才允许辅助溶剂分子进入。
• Constrictive binding of large guests by a hemicarcerand containing four portals
  作者：Mimi L. C. Quan、Donald J. Cram

  DOI：10.1021/ja00007a060

  日期：1991.3

  We have exemplified hemicarceplexes stabilized by constrictive binding, and formable and dissociable by heating. The guests are as large as [2.2] paracyclophane. Similar complexes of drugs might find use as delivery systems

  我们举例说明了通过收缩结合稳定的半纤维素复合物，通过加热可形成和解离。客体与[2.2]对环芳烷一样大。类似的药物复合物可能会用作递送系统
• Shell closures of tetrabenzyl chloride cavitands with tetrabenzylthiol cavitands provide carceplexes in which one or two guest molecules are incarcerated
  作者：Judi A. Bryant、Michael T. Blanda、Marco Vincenti、Donald J. Cram

  DOI：10.1039/c39900001403

  日期：——

  Carceplexes form with high structural recognition of their incarcerated guests (2MeOH, MeCN, 2MeCN, EtOH, Me2NCHO, MeCOEt, or Et2CO); the physical properties of these complexes depend on the structures of both host and guest.

  Carceplexes对被监禁的客人（2MeOH，MeCN，2MeCN，EtOH，Me 2 NCHO，MeCOEt或Et 2 CO）具有高度的结构识别性；这些复合物的物理性质取决于宿主和来宾的结构。
• Closed-surface hexameric metal–organic nanocapsules derived from cavitand ligands
  作者：Onome Ugono、Jason P. Moran、K. Travis Holman

  DOI：10.1039/b715273f

  日期：——

  Assembly of cavitand ligands, 14−, and Zn2+ ions yields a one-dimensional polymer comprised of hexameric, closed-surface, metal–organic nanocapsules.

  空穴配体、14∘和Zn2+离子的组装产生了一种由六聚体、封闭表面、金属-有机纳米胶囊组成的一维聚合物。
• One-dimensional void-space arrays constructed from a coordination polymer with bowl-like frameworks of cavitands
  作者：Makoto Tadokoro、Shin Mizugaki、Masatoshi Kozaki、Keiji Okada

  DOI：10.1039/b415374j

  日期：——

  A one-dimensional coordination polymer of [MnII(hfac)2] bridged by new bowl-like ligands of cavitands was prepared and the crystal structure was determined by X-ray crystal analysis. Ethyl acetate molecules are necessarily included as guest molecules in each of the void-space cavities of the cavitands, and then are held by weak interaction forces.

  制备了由新型空配体碗状配体桥接的一维配位聚合物[MnII(hfac)2]，并通过X射线晶体分析确定了晶体结构。乙酸乙酯分子必须作为客体分子包含在空配体的每个空隙空腔中，然后通过弱相互作用力保持。