Toward daisy chain polymers: "Wittig exchange" of stoppers in [2]rotaxane monomers

Stuart J. Rowan; Stuart J. Cantrill; J. Fraser Stoddart; Andrew J P White; David J. Williams

doi:10.1021/ol9913587

Toward daisy chain polymers: "Wittig exchange" of stoppers in [2]rotaxane monomers

Stuart J. Rowan, Stuart J. Cantrill, J. Fraser Stoddart^*, Andrew J P White, David J. Williams

^*Corresponding author for this work

Chemistry

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

94 Scopus citations

Abstract

(figure presented) Two ammonium ion/crown ether-based [2]rotaxane monomers - each incorporating (i) a dumbbell-shaped component, possessing an exchangeable benzylic triphenylphosphonium stopper, and (ii) a ring component, bearing an aldehyde function - undergo a sequence of Wittig reactions in which the surrogate triphenylphosphonium stopper is exchanged for a ring component either (i) in the same rotaxane molecule to give cyclic daisy chains by an intramolecular, chain-terminating reaction or (ii) in another rotaxane molecule to give acyclic daisy chains by an intermolecular chain-propagating reaction.

Original language	English (US)
Pages (from-to)	759-762
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	6
DOIs	https://doi.org/10.1021/ol9913587
State	Published - Mar 23 2000

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(figure presented) Two ammonium ion/crown ether-based [2]rotaxane monomers - each incorporating (i) a dumbbell-shaped component, possessing an exchangeable benzylic triphenylphosphonium stopper, and (ii) a ring component, bearing an aldehyde function - undergo a sequence of Wittig reactions in which the surrogate triphenylphosphonium stopper is exchanged for a ring component either (i) in the same rotaxane molecule to give cyclic daisy chains by an intramolecular, chain-terminating reaction or (ii) in another rotaxane molecule to give acyclic daisy chains by an intermolecular chain-propagating reaction.",

author = "Rowan, {Stuart J.} and Cantrill, {Stuart J.} and Stoddart, {J. Fraser} and White, {Andrew J P} and Williams, {David J.}",

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T1 - Toward daisy chain polymers

T2 - "Wittig exchange" of stoppers in [2]rotaxane monomers

AU - Rowan, Stuart J.

AU - Cantrill, Stuart J.

AU - Stoddart, J. Fraser

AU - White, Andrew J P

AU - Williams, David J.

PY - 2000/3/23

Y1 - 2000/3/23

N2 - (figure presented) Two ammonium ion/crown ether-based [2]rotaxane monomers - each incorporating (i) a dumbbell-shaped component, possessing an exchangeable benzylic triphenylphosphonium stopper, and (ii) a ring component, bearing an aldehyde function - undergo a sequence of Wittig reactions in which the surrogate triphenylphosphonium stopper is exchanged for a ring component either (i) in the same rotaxane molecule to give cyclic daisy chains by an intramolecular, chain-terminating reaction or (ii) in another rotaxane molecule to give acyclic daisy chains by an intermolecular chain-propagating reaction.

AB - (figure presented) Two ammonium ion/crown ether-based [2]rotaxane monomers - each incorporating (i) a dumbbell-shaped component, possessing an exchangeable benzylic triphenylphosphonium stopper, and (ii) a ring component, bearing an aldehyde function - undergo a sequence of Wittig reactions in which the surrogate triphenylphosphonium stopper is exchanged for a ring component either (i) in the same rotaxane molecule to give cyclic daisy chains by an intramolecular, chain-terminating reaction or (ii) in another rotaxane molecule to give acyclic daisy chains by an intermolecular chain-propagating reaction.

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Toward daisy chain polymers: "Wittig exchange" of stoppers in [2]rotaxane monomers

Abstract

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