Syntheses, reactions and crystal structures of 1,3-alternate p-tert-butylthiacalix[4]arene esters and amides

被引:12
|
作者
Liu, Li [1 ]
Huang, Kun [1 ]
Yan, Chao Guo [1 ]
机构
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Peoples R China
基金
中国国家自然科学基金;
关键词
Calixarene; Thiacalixarene; Alkylation; Conformation; Crystal structure; LOWER-RIM; DERIVATIVES; BEHAVIOR;
D O I
10.1007/s10847-009-9652-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
p-tert-Butylthiacalix[4]arene was efficiently alkylated in the system of K2CO3/KI/acetone to give several thiacalixarene derivatives in 1,3-alternate conformation with functional ester, chloro, cyano and amide groups. Thiacalixarene tetraacateate can be converted to bicyclic amides by ammonolysis with alkylenediamine, and to sulfonylcalixarene by oxidation with hydrogen peroxide in acetic acid. Single crystal X-ray diffraction analysis reveals that thiacalixarene and sulfonylcalixarene exist mainly in 1,3-alternate conformation.
引用
收藏
页码:349 / 355
页数:7
相关论文
共 50 条
  • [21] Synthesis and conformational evaluation of p-tert-butylthiacalix[4]arene-crowns
    van Leeuwen, FWB
    Beijleveld, H
    Kooijman, H
    Spek, AL
    Verboom, W
    Reinhoudt, DN
    JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (11): : 3928 - 3936
  • [22] Synthetic modulator of chymotrypsin activity based on p-tert-butylthiacalix[4]arene
    Mostovaya, Olga A.
    Valiullina, Yuliya A.
    Chan, Chang T.
    Potrekeeva, Olga S.
    Padnya, Pavel L.
    Zuev, Yuriy F.
    Stoikov, Ivan I.
    MENDELEEV COMMUNICATIONS, 2019, 29 (05) : 520 - 522
  • [23] A {Co32} Nanosphere Supported by p-tert-Butylthiacalix[4]arene
    Bi, Yanfeng
    Wang, Xiu-Teng
    Liao, Wuping
    Wang, Xiaofei
    Wang, Xinwu
    Zhang, Hongjie
    Gao, Song
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (33) : 11650 - +
  • [24] A {Co32} nanosphere supported by p-tert-butylthiacalix[4]arene
    Bi, Yanfeng
    Wang, Xiu-Teng
    Liao, Wuping
    Wang, Xiaofei
    Wang, Xinwu
    Zhang, Hongjie
    Gao, Song
    Journal of the American Chemical Society, 2009, 131 (33): : 11650 - 11651
  • [25] Synthesis of Bisthiacalix[4]arene: Reaction of Piperazine with Monoacrylamide Derivative of p-tert-Butylthiacalix[4]arene
    R. V. Nosov
    I. I. Stoikov
    Russian Journal of General Chemistry, 2018, 88 : 2314 - 2320
  • [26] Synthesis and crystal structure of p-tert-butylthiacalix[8]arene:: A new member of thiacalixarenes
    Kondo, Y
    Endo, K
    Iki, N
    Miyano, S
    Hamada, F
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2005, 52 (1-2) : 45 - 49
  • [27] Synthesis of Bisthiacalix[4]arene: Reaction of Piperazine with Monoacrylamide Derivative of p-tert-Butylthiacalix[4]arene
    Nosov, R. V.
    Stoikov, I. I.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2018, 88 (11) : 2314 - 2320
  • [28] Synthesis and Crystal Structure of p-tert-Butylthiacalix[8]arene: A New Member of Thiacalixarenes
    Yoshihiko Kondo
    Ken Endo
    Nobuhiko Iki
    Sotaro Miyano
    Fumio Hamada
    Journal of inclusion phenomena and macrocyclic chemistry, 2005, 52 : 45 - 49
  • [29] Synthesis of p-tert-butylthiacalix[4]arene with spatially separated phosphoryl and amino groups
    Shibaeva, K. S.
    Nazarova, A. A.
    Kuznetsova, D. I.
    Stoikov, I. I.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (09) : 2115 - 2118
  • [30] Inconvertible p-tert-butylthiacalix[4]arene-core-star polystyrene conformers
    Jung, Ji-Hye
    Oh, Joongsuk
    Lim, Yeong-Gweon
    Chang, Taihyun
    Paik, Hyun-jong
    RSC ADVANCES, 2016, 6 (78): : 74614 - 74619