Synthesis and structural properties of the first dodecakis(aryloxy)triphenylenes

Christopher S. Frampton; David D. MacNicol; Stuart J. Rowan

doi:10.1016/S0022-2860(96)09597-X

Synthesis and structural properties of the first dodecakis(aryloxy)triphenylenes

Christopher S. Frampton, David D. MacNicol^*, Stuart J. Rowan

^*Corresponding author for this work

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

12 Citations (Scopus)

Abstract

Dodecaethers 1-3, members of a new class of molecule, were prepared by persubstitution of perfluorotriphenylene 4 by the appropriate phenolate nucleophiles in 1,3-dimethylimidazolidin-2-one (DMEU) as solvent. An exactly C₂-symmetric conformation has been established by X-ray analysis for dodecakis(p-tolyloxy)triphenylene 2 in its molecular crystal, whilst counterpart 3, possessing the more extended p-phenylphenoxy side-chain, is a new host capable of forming crystalline inclusion compounds with guest species such as acetonitrile, and di-, tri-, and tetra-glyme, for example.

Original language	English
Pages (from-to)	169-178
Number of pages	10
Journal	Journal of Molecular Structure
Volume	405
Issue number	2-3
DOIs	https://doi.org/10.1016/S0022-2860(96)09597-X
Publication status	Published - 1997 Mar 31
Externally published	Yes

Keywords

Conformational isomerism
Dodecakis(aryloxy)triphenylene
X-ray crystallography

ASJC Scopus subject areas

Structural Biology
Organic Chemistry
Physical and Theoretical Chemistry
Spectroscopy
Atomic and Molecular Physics, and Optics

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10.1016/S0022-2860(96)09597-X

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abstract = "Dodecaethers 1-3, members of a new class of molecule, were prepared by persubstitution of perfluorotriphenylene 4 by the appropriate phenolate nucleophiles in 1,3-dimethylimidazolidin-2-one (DMEU) as solvent. An exactly C2-symmetric conformation has been established by X-ray analysis for dodecakis(p-tolyloxy)triphenylene 2 in its molecular crystal, whilst counterpart 3, possessing the more extended p-phenylphenoxy side-chain, is a new host capable of forming crystalline inclusion compounds with guest species such as acetonitrile, and di-, tri-, and tetra-glyme, for example.",

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AU - Frampton, Christopher S.

AU - MacNicol, David D.

AU - Rowan, Stuart J.

PY - 1997/3/31

Y1 - 1997/3/31

N2 - Dodecaethers 1-3, members of a new class of molecule, were prepared by persubstitution of perfluorotriphenylene 4 by the appropriate phenolate nucleophiles in 1,3-dimethylimidazolidin-2-one (DMEU) as solvent. An exactly C2-symmetric conformation has been established by X-ray analysis for dodecakis(p-tolyloxy)triphenylene 2 in its molecular crystal, whilst counterpart 3, possessing the more extended p-phenylphenoxy side-chain, is a new host capable of forming crystalline inclusion compounds with guest species such as acetonitrile, and di-, tri-, and tetra-glyme, for example.

AB - Dodecaethers 1-3, members of a new class of molecule, were prepared by persubstitution of perfluorotriphenylene 4 by the appropriate phenolate nucleophiles in 1,3-dimethylimidazolidin-2-one (DMEU) as solvent. An exactly C2-symmetric conformation has been established by X-ray analysis for dodecakis(p-tolyloxy)triphenylene 2 in its molecular crystal, whilst counterpart 3, possessing the more extended p-phenylphenoxy side-chain, is a new host capable of forming crystalline inclusion compounds with guest species such as acetonitrile, and di-, tri-, and tetra-glyme, for example.

KW - Conformational isomerism

KW - Dodecakis(aryloxy)triphenylene

KW - X-ray crystallography

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Synthesis and structural properties of the first dodecakis(aryloxy)triphenylenes

Abstract

Keywords

ASJC Scopus subject areas

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