Rotaxane Formation from Borate Ion-Containing Crown Ether and Ammonium Ion: Enhancement of Their Association through Ion-Pairing

被引：0

作者：

Takizawa, Takumi ^{[1
]}

Ohtani, Kento ^{[1
]}

Naito, Masaya ^{[1
]}

Miyagawa, Shinobu ^{[1
]}

Tokunaga, Yuji ^{[1
]}

机构：

[1] Univ Fukui, Fac Engn, Dept Mat Sci & Engn, Fukui 9108507, Japan

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 38期

关键词：

DESIGN; COMPLEXATION; BINDING;

D O I：

10.1021/acs.orglett.4c03211

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We synthesized [2]rotaxanes featuring a catechol borate ion-containing crown ether and secondary ammonium ions. These rotaxane components show both ion-ion interactions and hydrogen bonds. X-ray crystallography and NMR spectroscopy allowed elucidation of the rotaxane structure. Moreover, H-1 NMR spectroscopy revealed the rotaxane synthesis can be thermodynamically controlled. The binding affinity between the borate-containing crown ether and ammonium ions is enhanced by ion-pairing.

引用

页码：8211 / 8215

页数：5

共 50 条

[21] Ion-containing polymer-surfactant association for improved tissue compatibility
Walters, Russel M.
Fevola, Michael J.
Jerri, Huda
LiBrizzi, Joseph J.
Martin, Katharine
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 237
[22] ION-PAIRING EFFECTS IN THE FORMATION OF RUTHENIUM FORMYLS VIA INTERMOLECULAR HYDRIDE TRANSFER
BARRATT, DS
COLEHAMILTON, DJ
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (22) : 1559 - 1560
[23] Enhancement of Exfoliating Effects through the Novel Cosmetic Ingredient Mandelic acid_Carnitine Ion-Pairing Complex
Jeon, Hyungjoon
Park, Nojin
Won, Jong Gu
Shin, Yong Won
Choi, Jiwon
Park, Sang-Wook
Son, Nam Seo
SKIN RESEARCH AND TECHNOLOGY, 2024, 30 (06)
[24] EFFICIENCY OF FORMATION OF NANOPOROUS ALUMINA FILMS IN FLUORIDE ION-CONTAINING ELECTROLYTE
Girginov, Chr. A.
Bojinov, M. S.
BULGARIAN CHEMICAL COMMUNICATIONS, 2010, 42 (04): : 312 - 316
[25] A novel approach for antibody nanocarriers development through hydrophobic ion-pairing complexation
Patel, Ashaben
Gaudana, Ripal
Mitra, Ashim K.
JOURNAL OF MICROENCAPSULATION, 2014, 31 (06) : 542 - 550
[26] CIRCULAR-DICHROISM STUDIES OF ION-PAIRING IN COMPLEXES OF OPTICALLY-ACTIVE CROWN ETHERS
PALMER, RA
MALPASS, GD
GHIRARDELLI, RG
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1980, 180 (AUG): : 70 - INOR
[27] RAPID EXTRACTION OF PARAQUAT FROM PLASMA USING AN ION-PAIRING TECHNIQUE
JARVIE, DR
STEWART, MJ
CLINICA CHIMICA ACTA, 1979, 94 (03) : 241 - 251
[28] CARBON-DIOXIDE TRANSFER THROUGH SEGMENTED ION-CONTAINING POLYURETHANES
PETRENKO, KD
SHRUBOVICH, VA
PRIVALKO, VP
SHEVCHENKO, VN
PROTASOVA, NV
UKRAINSKII KHIMICHESKII ZHURNAL, 1992, 58 (01): : 81 - 84
[29] Self-Assembly of Daisy Chain Oligomers from Heteroditopic Molecules Containing Secondary Ammonium Ion and Crown Ether Moieties
Gibson, Harry W.
Yamaguchi, Nori
Niu, Zhenbin
Jones, Jason W.
Slebodnick, Carla
Rheingold, Arnold L.
Zakharov, Lev N.
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2010, 48 (04) : 975 - 985
[30] ION-BINDING PROPERTIES OF CROWN ETHER AND CRYPTAND CONTAINING POLYMERS
SMID, J
INDUSTRIAL & ENGINEERING CHEMISTRY PRODUCT RESEARCH AND DEVELOPMENT, 1980, 19 (03): : 364 - 371

← 1 2 3 4 5 →