Robust hydrogen-bonded capsules with stability in competitive media

被引：7
作者：
Tiefenbacher, Konrad [2 ,3 ]
Zhang, Kang-da [2 ,3 ]
Ajami, Dariush [2 ,3 ]
Rebek, Julius, Jr. [1 ,2 ,3 ]
机构：
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
[2] Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
来源：
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2015年 / 28卷 / 03期
基金：
美国国家科学基金会;
关键词：
molecular recognition; encapsulation; deep cavitands; host; guest complexes; MOLECULAR CAPSULE; GUEST MOLECULES; DIFFUSION NMR; TETRA UREA; ENCAPSULATION; CALIXARENE; CHLOROFORM; DIMER;
D O I：
10.1002/poc.3378
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The binding behavior of a cavitand introduced by de Mendoza is explored with new guest species. Dimerization to hydrogen-bonded capsules occurs in the presence of appropriate guests, including alkanes, alkylated arenes, stilbenes, benzanilides, and carbodiimides. Peripheral tetraethylene glycol groups are attached to the cavitand to improve solubility. Encapsulation of hydrophobic compounds can be observed in aqueous media. Copyright (c) 2014 John Wiley & Sons, Ltd.
引用
收藏
页码：187 / 190
页数：4
相关论文
共 27 条
  • [1] Social Isomers of Picolines in a Small Space
    Ajami, Dariush
    Theodorakopoulos, Giannoula
    Petsalakis, Ioannis D.
    Rebek, Julius, Jr.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (50) : 17092 - 17096
  • [2] More Chemistry in Small Spaces
    Ajami, Dariush
    Rebek, Julius, Jr.
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2013, 46 (04) : 990 - 999
  • [3] Spontaneous formation of hexameric resorcinarene capsule in chloroform solution as detected by diffusion NMR
    Avram, L
    Cohen, Y
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (51) : 15148 - 15149
  • [4] Recent advances in hydrogen-bonded hexameric encapsulation complexes
    Avram, Liat
    Cohen, Yoram
    Rebek, Julius, Jr.
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (19) : 5368 - 5375
  • [5] Flying capsules:: Mass spectrometric detection of pyrogallarene and resorcinarene hexamers
    Beyeh, Ngong K.
    Kogej, Michael
    hman, Antti
    Rissanen, Kari
    Schalley, Christoph A.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (31) : 5214 - 5218
  • [6] Unusually stable molecular capsule formation of a tetraphenyleneurea cavitand
    Choi, HJ
    Park, YS
    Cho, CS
    Koh, K
    Kim, SH
    Paek, K
    [J]. ORGANIC LETTERS, 2004, 6 (24) : 4431 - 4433
  • [7] Resorcinarenes with 2-benzimidazolone bridges: Self-aggregation, self-assembled dimeric capsules, and guest encapsulation
    Ebbing, MHK
    Villa, MJ
    Valpuesta, JM
    Prados, P
    de Mendoza, J
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) : 4962 - 4966
  • [8] HYDROGEN-BONDING AND BIOLOGICAL SPECIFICITY ANALYZED BY PROTEIN ENGINEERING
    FERSHT, AR
    SHI, JP
    KNILLJONES, J
    LOWE, DM
    WILKINSON, AJ
    BLOW, DM
    BRICK, P
    CARTER, P
    WAYE, MMY
    WINTER, G
    [J]. NATURE, 1985, 314 (6008) : 235 - 238
  • [9] Gerkensmeier T, 2001, CHEM-EUR J, V7, P465, DOI 10.1002/1521-3765(20010119)7:2<465::AID-CHEM465>3.3.CO
  • [10] 2-1
123