Tetrathiafulvalene-containing pseudorotaxanes formed between dibenzylammonium salts and crown ethers

Peter R. Ashton; Jan Becher; Matthew C T Fyfe; Mogens Brøndsted Nielsen; J. Fraser Stoddart; Andrew J P White; David J. Williams

doi:10.1016/S0040-4020(00)01062-0

Tetrathiafulvalene-containing pseudorotaxanes formed between dibenzylammonium salts and crown ethers

Peter R. Ashton, Jan Becher^*, Matthew C T Fyfe, Mogens Brøndsted Nielsen, J. Fraser Stoddart, Andrew J P White, David J. Williams

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

Abstract

The synthesis of two tetrathiafulvalene (TTF) derivatives, one carrying arms incorporating four dibenzylammonium centers and the other encompassing two annulated crown ether rings - i.e., hydrogen bond donor and acceptor functions, respectively, is described. In the presence of macrocyclic polyethers - e.g., DB24C8 and BPP34C10 - and dibenzylammonium hexafluorophosphate, these two TTF derivatives form pseudorotaxanes as evidenced by ¹H NMR spectroscopy, mass spectrometry, and differential pulse voltammetry.

Original language	English (US)
Pages (from-to)	947-956
Number of pages	10
Journal	Tetrahedron
Volume	57
Issue number	6
DOIs	https://doi.org/10.1016/S0040-4020(00)01062-0
State	Published - Feb 4 2001

Keywords

Crown ethers
Dibenzylammonium salts
Pseudorotaxanes
Self-assembly
Tetrathiafulvalene

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(00)01062-0

Cite this

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title = "Tetrathiafulvalene-containing pseudorotaxanes formed between dibenzylammonium salts and crown ethers",

abstract = "The synthesis of two tetrathiafulvalene (TTF) derivatives, one carrying arms incorporating four dibenzylammonium centers and the other encompassing two annulated crown ether rings - i.e., hydrogen bond donor and acceptor functions, respectively, is described. In the presence of macrocyclic polyethers - e.g., DB24C8 and BPP34C10 - and dibenzylammonium hexafluorophosphate, these two TTF derivatives form pseudorotaxanes as evidenced by 1H NMR spectroscopy, mass spectrometry, and differential pulse voltammetry.",

keywords = "Crown ethers, Dibenzylammonium salts, Pseudorotaxanes, Self-assembly, Tetrathiafulvalene",

author = "Ashton, {Peter R.} and Jan Becher and Fyfe, {Matthew C T} and Nielsen, {Mogens Br{\o}ndsted} and Stoddart, {J. Fraser} and White, {Andrew J P} and Williams, {David J.}",

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T1 - Tetrathiafulvalene-containing pseudorotaxanes formed between dibenzylammonium salts and crown ethers

AU - Ashton, Peter R.

AU - Becher, Jan

AU - Fyfe, Matthew C T

AU - Nielsen, Mogens Brøndsted

AU - Stoddart, J. Fraser

AU - White, Andrew J P

AU - Williams, David J.

PY - 2001/2/4

Y1 - 2001/2/4

N2 - The synthesis of two tetrathiafulvalene (TTF) derivatives, one carrying arms incorporating four dibenzylammonium centers and the other encompassing two annulated crown ether rings - i.e., hydrogen bond donor and acceptor functions, respectively, is described. In the presence of macrocyclic polyethers - e.g., DB24C8 and BPP34C10 - and dibenzylammonium hexafluorophosphate, these two TTF derivatives form pseudorotaxanes as evidenced by 1H NMR spectroscopy, mass spectrometry, and differential pulse voltammetry.

AB - The synthesis of two tetrathiafulvalene (TTF) derivatives, one carrying arms incorporating four dibenzylammonium centers and the other encompassing two annulated crown ether rings - i.e., hydrogen bond donor and acceptor functions, respectively, is described. In the presence of macrocyclic polyethers - e.g., DB24C8 and BPP34C10 - and dibenzylammonium hexafluorophosphate, these two TTF derivatives form pseudorotaxanes as evidenced by 1H NMR spectroscopy, mass spectrometry, and differential pulse voltammetry.

KW - Crown ethers

KW - Dibenzylammonium salts

KW - Pseudorotaxanes

KW - Self-assembly

KW - Tetrathiafulvalene

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U2 - 10.1016/S0040-4020(00)01062-0

DO - 10.1016/S0040-4020(00)01062-0

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AN - SCOPUS:0035804437

SN - 0040-4020

VL - 57

SP - 947

EP - 956

JO - Tetrahedron

JF - Tetrahedron

IS - 6

ER -

Tetrathiafulvalene-containing pseudorotaxanes formed between dibenzylammonium salts and crown ethers

Abstract

Keywords

ASJC Scopus subject areas

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