Anion-Orchestrated Formation in the Crystalline State of [2]Pseudorotaxane Arrays

Peter R. Ashton; Stuart J. Cantrill; Jon A. Preece; J. Fraser Stoddart; Zhen He Wang; Andrew J P White; David J. Williams

doi:10.1021/ol991089k

Anion-Orchestrated Formation in the Crystalline State of [2]Pseudorotaxane Arrays

Peter R. Ashton, Stuart J. Cantrill, Jon A. Preece, J. Fraser Stoddart^*, Zhen He Wang, Andrew J P White, David J. Williams

^*Corresponding author for this work

Chemistry

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

24 Scopus citations

Abstract

(Matrix Presented) In contrast with dibenzo[24]crown-8 (DB24C8), when tetrabenzo[24]crown-8 (TB24C8) is mixed with dibenzylammonium hexafluorophosphate (DBA·PF₆) in noncompetitive solvents, the thermodynamically driven noncovalent synthesis of the threaded 1:1 complex-a [2]pseudorotaxane-does not occur. However, on crystallization from solution-in a process which is presumably kinetically controlled-TB24C8 molecules and DBA⁺ cations form an array of [2]pseudorotaxanes stabilized by a plethora of [C-H⋯F] hydrogen bonds to highly ordered, interstitially located PF₆ ^- anions.

Original language	English (US)
Pages (from-to)	1917-1920
Number of pages	4
Journal	Organic Letters
Volume	1
Issue number	12
DOIs	https://doi.org/10.1021/ol991089k
State	Published - Dec 16 1999

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Anion-Orchestrated Formation in the Crystalline State of [2]Pseudorotaxane Arrays",

abstract = "(Matrix Presented) In contrast with dibenzo[24]crown-8 (DB24C8), when tetrabenzo[24]crown-8 (TB24C8) is mixed with dibenzylammonium hexafluorophosphate (DBA·PF6) in noncompetitive solvents, the thermodynamically driven noncovalent synthesis of the threaded 1:1 complex-a [2]pseudorotaxane-does not occur. However, on crystallization from solution-in a process which is presumably kinetically controlled-TB24C8 molecules and DBA+ cations form an array of [2]pseudorotaxanes stabilized by a plethora of [C-H⋯F] hydrogen bonds to highly ordered, interstitially located PF6 - anions.",

author = "Ashton, {Peter R.} and Cantrill, {Stuart J.} and Preece, {Jon A.} and Stoddart, {J. Fraser} and Wang, {Zhen He} and White, {Andrew J P} and Williams, {David J.}",

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T1 - Anion-Orchestrated Formation in the Crystalline State of [2]Pseudorotaxane Arrays

AU - Ashton, Peter R.

AU - Cantrill, Stuart J.

AU - Preece, Jon A.

AU - Stoddart, J. Fraser

AU - Wang, Zhen He

AU - White, Andrew J P

AU - Williams, David J.

PY - 1999/12/16

Y1 - 1999/12/16

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AB - (Matrix Presented) In contrast with dibenzo[24]crown-8 (DB24C8), when tetrabenzo[24]crown-8 (TB24C8) is mixed with dibenzylammonium hexafluorophosphate (DBA·PF6) in noncompetitive solvents, the thermodynamically driven noncovalent synthesis of the threaded 1:1 complex-a [2]pseudorotaxane-does not occur. However, on crystallization from solution-in a process which is presumably kinetically controlled-TB24C8 molecules and DBA+ cations form an array of [2]pseudorotaxanes stabilized by a plethora of [C-H⋯F] hydrogen bonds to highly ordered, interstitially located PF6 - anions.

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