Multiple threading of a triple-calix[6]arene host

被引：3

作者：

Iuliano, Veronica ^{[1
]}

Ciao, Roberta ^{[1
]}

Vignola, Emanuele ^{[1
]}

Talotta, Carmen ^{[1
]}

Iannece, Patrizia ^{[1
]}

De Rosa, Margherita ^{[1
]}

Soriente, Annunziata ^{[1
]}

Gaeta, Carmine ^{[1
]}

Neri, Placido ^{[1
]}

机构：

[1] Univ Salerno, Lab Supramol Chem, Dipartimento Chim & Biol A Zambelli, Via Giovanni Paolo II 132, I-84084 Salerno, Italy

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 15卷

关键词：

calixarene; multiple-threading; pseudo[n]rotaxane; stereoisomers; PSEUDOROTAXANE; FUNCTIONALIZATION; COMPLEXATION; RECOGNITION; CAVITY; WHEEL; UNITS; AXLE;

D O I：

10.3762/bjoc.15.207

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the triple-calix[6]arene derivative 6 in which three calix[6]arene macrocycles are linked to a central 1,3,5-trimethylbenzene moiety is reported. Derivative 6 is able to give multiple-threading processes in the presence of dialkylammonium axles. The formation of pseudo[2]rotaxane, pseudo [3]rotaxane, and pseudo [4]rotaxane by threading one, two, and three, respectively, calix-wheels of 6 has been studied by 1D and 2D NMR, DOSY, and ESI-FT-ICR MS/MS experiments. The use of a directional alkylbenzylammonium axle led to the stereoselective formation of endo-alkyl pseudo [n]rotaxane stereoisomers.

引用

页码：2092 / 2104

页数：13

共 50 条

[31] Electrochemical oxidation of a hexasulfonated calix[6]arene
Pailleret, A
Magan-Oliva, N
Ollivier, S
Arrigan, DWM
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2001, 508 (1-2) : 81 - 88
[32] Calix[6]arene as a wheel for rotaxane synthesis
Arduini, Arturo
Ferdani, Riccardo
Pochini, Andrea
Secchi, Andrea
Ugozzoli, Franco
Angewandte Chemie (International Edition in English), 2000, 39 (19): : 3453 - 3456
[33] Calix[6] and [8]arene complexes of vanadium
Gibson, VC
Redshaw, C
Elsegood, MRJ
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2001, (06): : 767 - 769
[34] Studies on the adsorption of arsenic on calix[6]arene
Chennakesavulu, K.
Raju, G. Bhaskar
Prabhakar, S.
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2010, 23 (08) : 723 - 729
[35] MOLECULAR RECOGNITION OF A CALIX[6]ARENE IN MONOLAYER
NOSTRO, PL
BAGLIONI, P
DEI, L
UNGARO, R
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 208 : 25 - COLL
[36] Preparation and application of calix[6]arene multiple coatings to solid-phase microextraction
Zhang Lian-Feng
Zhu Ming-Li
Li Xiu-Juan
Li Hai-Bing
Zeng Zhao-Rui
ACTA CHIMICA SINICA, 2008, 66 (12) : 1465 - 1469
[37] Synthesis of some new O-alkenyl calix[6]arene and calix[8]arene derivatives
Ursales, TN
Silaghi-Dumitrescu, L
Ciocan, C
Palibroda, N
Popovici, N
Popovici, EJ
REVUE ROUMAINE DE CHIMIE, 2004, 49 (09) : 741 - 745
[38] Open-tubular capillary electrochromatography using capillary columns chemically bonded with the new host molecules calix[6]crown, calix[6]arene
Zeng, ZR
Xie, CH
Li, HB
Han, HM
Chen, YY
ELECTROPHORESIS, 2002, 23 (09) : 1272 - 1278
[39] Highly cesium selective calix[6]arene receptors: Synthesis, structure and cesium binding properties of calix[6]arene biscrown
Ko, SW
Yang, YS
Mun, JH
Park, KM
Lee, SS
Nam, KC
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2002, 23 (10) : 1379 - 1380
[40] Selective bridging of calix[6]arene: Synthesis of 1,2-calix[6]dioxocrowns
Chen, YY
Yang, FF
CHEMISTRY LETTERS, 2000, (05) : 484 - 485

← 1 2 3 4 5 →