Pyridine Directed Assembly of Tetra-O-Alkyl p-Carboxylatocalix[4]arenes

被引:15
|
作者
Kennedy, Stuart [1 ]
Beavers, Christine M. [2 ]
Teat, Simon J. [2 ]
Dalgarno, Scott J. [1 ]
机构
[1] Heriot Watt Univ, Edinburgh EH14 4AS, Midlothian, Scotland
[2] Univ Calif Berkeley, Lawrence Berkeley Natl Lab, Adv Light Source, Berkeley, CA 94720 USA
基金
英国工程与自然科学研究理事会;
关键词
MOLECULAR CAPSULE; METAL; COMPLEXES; COORDINATION; CALIXARENES; SPHERES;
D O I
10.1021/cg2008864
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A crystallization study of four tetra-O-alkyl pcarboxylatocalix[4]arenes from a series of pyridine derivatives has been carried out to investigate the effects of varying the length of the calixarene lower-rim alkyl group introduced, and the introduction of alkyl groups around the pyridine guest/ template. Analysis of 11 of 24 possible sets of single crystals formed shows trends in self-assembly based on the availability of the calixarene cavity for guest/template inclusion, either Py center dot center dot center dot CO2H or CO2H center dot center dot center dot CO2H synthons, and dominance of one synthon over the other depending on the position of alkyl groups around the pyridine ring.
引用
收藏
页码:679 / 687
页数:9
相关论文
共 50 条
  • [21] Order from disorder: Directed assembly of alkyl-p functional molecular liquids
    Zheng, Xiao
    Gupta, Ravindra Kumar
    Nakanishi, Takashi
    CURRENT OPINION IN COLLOID & INTERFACE SCIENCE, 2022, 62
  • [23] Synthesis and conformational studies on hexa-O-alkyl p-unsubstituted calix[6]arenes
    Iglesias-Sánchez, JC
    Souto, B
    Pastor, CJ
    de Mendoza, J
    Prados, P
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (25): : 10400 - 10407
  • [24] The structure of the pyridine complex of p-tetrakis(phenylazo)-tetra-hydroxythiacalix[4]arene
    Perrin, M
    Bavoux, C
    Vocanson, F
    Lamartine, R
    Desroches, C
    Miele, P
    Parola, S
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2003, 46 (1-2) : 15 - 17
  • [25] The Structure of the Pyridine Complex of p-tetrakis(phenylazo)-tetra-hydroxythiacalix[4]arene
    M. Perrin
    C. Bavoux
    F. Vocanson
    R. Lamartine
    C. Desroches
    P. Miele
    S. Parola
    Journal of inclusion phenomena and macrocyclic chemistry, 2003, 46 : 15 - 17
  • [26] Easy and selective method for the synthesis of mono-, di-, tri-, tetra-O-arylmethyl-p-t-butylcalix[4]arenes
    Xie, Yuanyuan
    Xia, Wang
    JOURNAL OF CHEMICAL RESEARCH, 2012, (07) : 402 - 406
  • [27] Synthesis, structure and conformational mobility of tetra-substituted cyanomethoxy p-tert-butylcalix[4]arenes
    D'Alessio, Daniel
    Krause-Heuer, Anwen M.
    Skelton, Brian W.
    Fraser, Benjamin H.
    Massi, Massimiliano
    Ogden, Mark I.
    RSC ADVANCES, 2016, 6 (43): : 37006 - 37011
  • [28] SYNTHESES OF ALL POSSIBLE CONFORMATIONAL ISOMERS OF O-ALKYL-PARA-TERT-BUTYLCALIX[4]ARENES
    IWAMOTO, K
    ARAKI, K
    SHINKAI, S
    TETRAHEDRON, 1991, 47 (25) : 4325 - 4342
  • [29] Synthesis of amine, halide, and pyridinium terminated 2-alkyl-p-tert-butylcalix[4]arenes
    Hertel, Matthew P.
    Behrle, Andrew C.
    Williams, Samantha A.
    Schmidt, Joseph A. R.
    Fantini, Jordan L.
    TETRAHEDRON, 2009, 65 (42) : 8657 - 8667
  • [30] Bis-Calix[4]arenes: From Ligand Design to the Directed Assembly of a Metal-Organic Trigonal Antiprism
    Coletta, Marco
    McLellan, Ross
    Murphy, Paul
    Leube, Bernhard T.
    Sanz, Sergio
    Clowes, Rob
    Gagnon, Kevin J.
    Teat, Simon J.
    Cooper, Andrew I.
    Paterson, Martin J.
    Brechin, Euan K.
    Dalgarno, Scott J.
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (26) : 8791 - 8795