A method for synthesizing partially substituted cucurbit[n]uril

被引：129

作者：

Day, AI ^{[1
]}

Arnold, AP ^{[1
]}

Blanch, RJ ^{[1
]}

机构：

[1] Univ New S Wales, Univ Coll, Sch Chem, Australian Def Force Acad, Canberra, ACT 2600, Australia

来源：

MOLECULES | 2003年 / 8卷 / 01期

关键词：

macrocycles; molecular binding; partially substituted;

D O I：

10.3390/80100074

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A novel approach to cucurbituril synthesis is described where partial substitution is introduced into cucurbit[n]uril. The identification of homologues (and their substitution) in reaction mixtures is achieved by a combination of ESMS and the use of the molecular probes (guests) 1,4-dioxane and 1,9-octanediamine. A unique symmetrical hexamethylcucurbit[3,3]uril, the major product, was isolated and characterized.

引用

页码：74 / 84

页数：11

共 19 条

[1] Controlling factors in the synthesis of cucurbituril and its homologues [J].

Day, A ;

Arnold, AP ;

Blanch, RJ ;

Snushall, B .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :8094-8100

[2]

Day AI, 2002, ANGEW CHEM INT EDIT, V41, P275, DOI 10.1002/1521-3773(20020118)41:2<275::AID-ANIE275>3.0.CO

[3]

2-M

[4] The effects of alkali metal cations on product distributions in cucurbit[n]uril synthesis [J].

Day, AI ;

Blanch, RJ ;

Coe, A ;

Arnold, AP .

JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2002, 43 (3-4) :247-250

[5]

DAY AI, 2000, Patent No. 9923219990507

[6] DECAMETHYLCUCURBIT[5]URIL [J].

FLINN, A ;

HOUGH, GC ;

STODDART, JF ;

WILLIAMS, DJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (11) :1475-1477

[7] Synthesis of disubstituted cucurbit[6]uril and its rotaxane derivative [J].

Isobe, H ;

Sato, S ;

Nakamura, E .

ORGANIC LETTERS, 2002, 4 (08) :1287-1289

[8] Cucurbit[5]uril, decamethylcucurbit[5]uril and cucurbit[6]uril.: Synthesis, solubility and amine complex formation [J].

Jansen, K ;

Buschmann, HJ ;

Wego, A ;

Döpp, D ;

Mayer, C ;

Drexler, HJ ;

Holdt, HJ ;

Schollmeyer, E .

JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2001, 39 (3-4) :357-363

[9] A facile, stereoselective [2+2] photoreaction mediated by cucurbit[8]uril [J].

Jon, SY ;

Ko, YH ;

Park, SH ;

Kim, HJ ;

Kim, K .

CHEMICAL COMMUNICATIONS, 2001, (19) :1938-1939

[10] Encapsulation of N2, O2, methanol, or acetonitrile by decamethylcucurbit[5]uril(NH4+)2 complexes in the gas phase:: Influence of the guest on "lid" tightness [J].

Kellersberger, KA ;

Anderson, JD ;

Ward, SM ;

Krakowiak, KE ;

Dearden, DV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (45) :11316-11317

← 1 2 →