Synthesis of Strained Macrocyclic Biaryls for Enthalpy-Driven Ring-Opening Polymerization

Synthesis of Strained Macrocyclic Biaryls for Enthalpy-Driven Ring-Opening Polymerization

Polymerizable macrocyclic biarylene−ether−ketones and biarylene−ether−sulfones are accessible from linear, bis(chloro)-terminated oligomers via nickel-catalyzed, intramolecular coupling under pseudo-high-dilution conditions. Single-crystal X-ray analyses of the resulting cyclo-oligomers reveal extre...

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Veröffentlicht in:Macromolecules 2005-12, Vol.38 (25), p.10413-10420
Hauptverfasser: Colquhoun, Howard M, Zhu, Zhixue, Dudman, Christopher C, O'Mahoney, Caroline A, Williams, David J, Drew, Michael G. B
Format: Artikel
Sprache:eng
Schlagworte:
Applied sciences
Exact sciences and technology
Model compounds
Organic polymers
Physicochemistry of polymers
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Beschreibung
Zusammenfassung:Polymerizable macrocyclic biarylene−ether−ketones and biarylene−ether−sulfones are accessible from linear, bis(chloro)-terminated oligomers via nickel-catalyzed, intramolecular coupling under pseudo-high-dilution conditions. Single-crystal X-ray analyses of the resulting cyclo-oligomers reveal extremely distorted and highly strained geometries, with 4,4‘-biphenylene units showing deviations of up to 70° from linearity.
ISSN:0024-9297
1520-5835
DOI:10.1021/ma0517796