Unique "cradled barbell" complex between a secondary diammonium ion and bis(m-phenylene)-32-crown-10

被引：43

作者：

Bryant, WS ^{[1
]}

Guzei, IA

Rheingold, AL

Gibson, HW

机构：

[1] Virginia Polytech Inst & State Univ, Dept Chem, Blacksburg, VA 24061 USA

[2] Univ Delaware, Dept Chem & Biochem, Newark, DE 19716 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 01期

关键词：

D O I：

10.1021/ol9905708

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The complexation between N,N'-dibenzyl(m-xylylene)diammonium bis(hexafluorophosphate) (2) and bis(m-phenylene)-32 crown-10 (5) was shown to occur in solution by nuclear magnetic resonance with 1:1 stoichiometry and a K-a value of 189 +/- 19 M-1. A crystal structure of 2:5 revealed a unique 1:1 "exo" or "cradled barbell" complex, instead of the expected pseudorotaxane. This unexpected result illustrates that caution be used in interpreting the results from these types of complexes in the solution and "gas" phases on the basis of crystal structures.

引用

页码：47 / 50

页数：4

共 27 条

[1] Interlocked and intertwined structures and superstructures [J].

Amabilino, DB ;

Stoddart, JF .

CHEMICAL REVIEWS, 1995, 95 (08) :2725-2828

[2] The slipping approach to self-assembling [n]rotaxanes [J].

Asakawa, M ;

Ashton, PR ;

Ballardini, R ;

Balzani, V ;

Belohradsky, M ;

Gandolfi, MT ;

Kocian, O ;

Prodi, L ;

Raymo, FM ;

Stoddart, JF ;

Venturi, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (02) :302-310

[3]

Ashton PR, 1998, CHEM-EUR J, V4, P1523, DOI 10.1002/(SICI)1521-3765(19980807)4:8<1523::AID-CHEM1523>3.0.CO

[4]

2-V

[5] DIALKYLAMMONIUM ION CROWN-ETHER COMPLEXES - THE FORERUNNERS OF A NEW FAMILY OF INTERLOCKED MOLECULES [J].

ASHTON, PR ;

CAMPBELL, PJ ;

CHRYSTAL, EJT ;

GLINK, PT ;

MENZER, S ;

PHILP, D ;

SPENCER, N ;

STODDART, JF ;

TASKER, PA ;

WILLIAMS, DJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17) :1865-1869

[6] DOUBLY ENCIRCLED AND DOUBLE-STRANDED PSEUDOROTAXANES [J].

ASHTON, PR ;

CHRYSTAL, EJT ;

GLINK, PT ;

MENZER, S ;

SCHIAVO, C ;

STODDART, JF ;

TASKER, PA ;

WILLIAMS, DJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17) :1869-1871

[7] Thermodynamically controlled self-assembly of pseudorotaxanes and pseudopolyrotaxanes with different recognition motifs operating self-selectively [J].

Ashton, PR ;

Glink, PT ;

MartinezDiaz, MV ;

Stoddart, JF ;

White, AJP ;

Williams, DJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1996, 35 (17) :1930-1933

[8] Self-assembly, spectroscopic, and electrochemical properties of [n]rotaxanes [J].

Ashton, PR ;

Ballardini, R ;

Balzani, V ;

Belohradsky, M ;

Gandolfi, MT ;

Philp, D ;

Prodi, L ;

Raymo, FM ;

Reddington, MV ;

Spencer, N ;

Stoddart, JF ;

Venturi, M ;

Williams, DJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (21) :4931-4951

[9] An interwoven supramolecular cage [J].

Ashton, PR ;

Collins, AN ;

Fyfe, MCT ;

Glink, PT ;

Menzer, S ;

Stoddart, JF ;

Williams, DJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (1-2) :59-62

[10] Pseudorotaxanes formed between secondary dialkylammonium salts and crown ethers [J].

Ashton, PR ;

Chrystal, EJT ;

Glink, PT ;

Menzer, S ;

Schiavo, C ;

Spencer, N ;

Stoddart, JF ;

Tasker, PA ;

White, AJP ;

Williams, DJ .

CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (06) :709-728

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