Selective monofunctionalization of tri-urea-mono-acetamides of calix[4]arenes on the narrow rim

被引:3
|
作者
Rudzevich, Yuliya [1 ]
Rudzevich, Valentyn [1 ]
Bolte, Michael [2 ,3 ]
Boehmer, Volker [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Abt Lehramt Chem, Fachbereich Chem Pharm & Geowissensch, D-55099 Mainz, Germany
[2] Univ Frankfurt, Fachbereich Chem, Inst Anorgan Chem, D-60438 Mainz, Germany
[3] Univ Frankfurt, Pharm Wissensch, Inst Anorgan Chem, D-60438 Mainz, Germany
来源
SYNTHESIS-STUTTGART | 2008年 / 05期
关键词
calixarenes; alkylations; carboxylic acids; self-assembly; supramolecular chemistry;
D O I
10.1055/s-2008-1032155
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of calix[4]arenes substituted at their wide rim by three 3-aryl-urea and one acetamide group and at their narrow rim by three alkyl ether groups and one ether group ending in a carboxy function is described. The reaction sequence ensures that these functional groups are attached to the same phenolic unit. Two key intermediates have been additionally characterized by X-ray crystal structure analysis.
引用
收藏
页码:754 / 762
页数:9
相关论文
共 50 条
  • [31] Complexation of upper rim phosphorylated calix[4]arenes with uracil derivatives in water-containing solution
    Kalchenko, O
    Marcinowicz, A
    Poznanski, J
    Cherenok, S
    Solovyov, A
    Zielenkiewicz, W
    Kalchenko, V
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2005, 18 (07) : 578 - +
  • [32] One-pot selective formylation and Claisen rearrangement on calix[4]arenes
    Mocerino, Mauro
    Ogden, Mark I.
    Pettersen, Jade K.
    Brian, W. Skelton
    White, Allan H.
    SUPRAMOLECULAR CHEMISTRY, 2006, 18 (02) : 91 - 95
  • [33] O-Phosphorylated calix[4]arenes as Li+-selective receptors
    Lukin, O
    Vysotsky, MO
    Kalchenko, VI
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2001, 14 (07) : 468 - 473
  • [34] 4-tert-Butylcalix[4]arenes containing azacrown ether substituents at the narrow rim as membrane carriers
    Ivanova, E. A.
    Prokhorova, P. E.
    Morzherin, Yu. Yu.
    Lukyanenko, A. P.
    Alekseeva, E. A.
    Basok, S. S.
    RUSSIAN CHEMICAL BULLETIN, 2015, 64 (04) : 905 - 908
  • [35] 4-tert-Butylcalix[4]arenes containing azacrown ether substituents at the narrow rim as membrane carriers
    E. A. Ivanova
    P. E. Prokhorova
    Yu. Yu. Morzherin
    A. P. Lukyanenko
    E. A. Alekseeva
    S. S. Basok
    Russian Chemical Bulletin, 2015, 64 : 905 - 908
  • [36] tert-butyl-calix[4]arenes substituted at the narrow rim with cobalt Bis(dicarbollide)(I-) and CMPO groups -: New and efficient extractants for lanthanides and actinides
    Mikulasek, Libor
    Gruener, Bohumir
    Dordea, Crenguta
    Rudzevich, Valentyn
    Boehmer, Volker
    Haddaoui, Jaouad
    Hubscher-Bruder, Veronique
    Arnaud-Neu, Francoise
    Caslavsky, Josef
    Selucky, Pavel
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (28) : 4772 - 4783
  • [37] Easy and Selective Method for the Synthesis of Various Mono-O-functionahzed Calix[4]arenes: De-O-functionalization Using TiCl4
    Bois, Joackim
    Espinas, Jeff
    Darbost, Ulrich
    Felix, Caroline
    Duchamp, Christian
    Bouchu, Denis
    Taoufik, Mostafa
    Bonnamour, Isabelle
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (22): : 7550 - 7558
  • [38] Upper Rim-Bridged Calix[4]arenes via Cyclization of meta Alkynyl Intermediates with Diphenyl Diselenide
    Surina, Anastasia
    Salvadori, Karolina
    Poupe, Matej
    Cejka, Jan
    Simkova, Ludmila
    Lhotak, Pavel
    MOLECULES, 2024, 29 (06):
  • [39] Synthesis and structure of chiral cone calix[4]arenes functionalized at the upper rim with L-alanine units
    Sansone, F
    Barboso, S
    Casnati, A
    Fabbi, M
    Pochini, A
    Ugozzoli, F
    Ungaro, R
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1998, 1998 (05) : 897 - 905
  • [40] Synthesis and Structural Characterization of a Series of Mono-O-(diphenylphosphinobenzyl)calix[6]arenes with and without tert-Butyl Moieties at the Upper Rim
    Fujihara, Tetsuaki
    Kubouchi, Sho
    Obora, Yasushi
    Tokunaga, Makoto
    Takenaka, Kazuhiro
    Tsuji, Yasushi
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2009, 82 (09) : 1187 - 1193