New amino-functionalized 1,3-alternate calix[4]arene bis- and mono-(benzo-crown-6 ethers) for pH-switched cesium nitrate extraction

被引：25

作者：

Gorbunova, MG ^{[1
]}

Bonnesen, PV ^{[1
]}

Engle, NL ^{[1
]}

Bazelaire, E ^{[1
]}

Delmau, LH ^{[1
]}

Moyer, BA ^{[1
]}

机构：

[1] Oak Ridge Natl Lab, Oak Ridge, TN 37831 USA

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 29期

关键词：

D O I：

10.1016/S0040-4039(03)01310-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Four calix[4]arene benzo-crown-6 ethers functionalized with primary amine groups in various positions have been synthesized. The cesium extraction behavior under alkaline and acidic conditions has been measured for these compounds and compared with that of non-amine containing analogs. Extraction strength when the amine group is neutral is not affected by the amino substituent, but protonation causes a marked decrease in extraction strength, permitting pH-switched back-extraction. Published by Elsevier Science Ltd.

引用

收藏

页码：5397 / 5401

页数：5

相关论文

共 21 条

[1] Anion effects on the recognition of ion pairs by calix[4]arene-based heteroditopic receptors [J].

Arduini, A ;

Brindani, E ;

Giorgi, G ;

Pochini, A ;

Secchi, A .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (17) :6188-6194

[2] New calix[4]arenes having electron donating groups at the upper rim as molecular platforms and host molecules [J].

Arduini, A ;

Mirone, L ;

Paganuzzi, D ;

Pinalli, A ;

Pochini, A ;

Secchi, A ;

Ungaro, R .

TETRAHEDRON, 1996, 52 (16) :6011-6018

[3]

Arduini A, 2000, CHEM-EUR J, V6, P2135, DOI 10.1002/1521-3765(20000616)6:12<2135::AID-CHEM2135>3.3.CO

[4]

2-1

[5] CALIXCROWNS AND RELATED MOLECULES [J].

ASFARI, Z ;

WENGER, S ;

VICENS, J .

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1994, 19 (1-4) :137-148

[6] DOUBLY CROWNED CALIX[4]ARENES IN THE 1,3-ALTERNATE CONFORMATION AS CESIUM-SELECTIVE CARRIERS IN SUPPORTED LIQUID MEMBRANES [J].

ASFARI, Z ;

BRESSOT, C ;

VICENS, J ;

HILL, C ;

DOZOL, JF ;

ROUQUETTE, H ;

EYMARD, S ;

LAMARE, V ;

TOURNOIS, B .

ANALYTICAL CHEMISTRY, 1995, 67 (18) :3133-3139

[7] A robust alkaline-side CSEX solvent suitable for removing cesium from Savannah River high level waste [J].

Bonnesen, PV ;

Delmau, LH ;

Moyer, BA ;

Leonard, RA .

SOLVENT EXTRACTION AND ION EXCHANGE, 2000, 18 (06) :1079-1107

[8] A novel self-assembled supramolecular architecture involving cation, anion and a calix[4]arene heteroditopic receptor [J].

Casnati, A ;

Massera, C ;

Pelizzi, N ;

Stibor, I ;

Pinkassik, E ;

Ugozzoli, F ;

Ungaro, R .

TETRAHEDRON LETTERS, 2002, 43 (41) :7311-7314

[9] Synthesis, complexation and photophysics of 1,3-alternate calix[4]arene-crowns-6 bearing fluorophoric units on the bridge [J].

Casnati, A ;

Giunta, F ;

Sansone, F ;

Ungaro, R ;

Montalti, M ;

Prodi, L ;

Zaccheroni, N .

SUPRAMOLECULAR CHEMISTRY, 2001, 13 (03) :419-434

[10]

Casnati A, 1996, GAZZ CHIM ITAL, V126, P99