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From phenyl acetylene to mono- and di-alkyne-terminated poly(ethylene glycol) as substrates in oscillatory carbonylation reactions

Lookup NU author(s): Dr Katarina Novakovic, Dr Julie Parker, Chinyelumndu Nwosu


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Carbonylation reactions are a direct route to synthesise carbonyl compounds.1 The palladium-catalysed oxidative carbonylation of phenylacetylene gives rise to a number of products depending on the conditions2 and attracts particular attention following the discovery of its oscillatory nature.3,4 Recently, Donlon and Novakovic demonstrated that functional polymers can also act as substrates in oscillatory chemical reactions.4 Both experimentally and in a modelling study, they showed that oscillatory pH behaviour can be reproducibly achieved via palladium-catalysed carbonylation of mono-alkyne-terminated poly(ethylene glycol) (PEGA). The discovery of a polymeric substrate oscillatory chemical system has opened new avenues that could lead to the transition from oscillatory chemistry taking place in solution to oscillations in polymeric materials of various structures. One example of such materials are hydrogels responsive to a change in pH. In combination, the chemical oscillator has the potential to drive conformational change in the responsive hydrogel autonomously, independently of its environment. This development could lead to applications such as rhythmic drug delivery or mechanoresponsive cell proliferations. In this work, further studies of oscillatory behaviour using alkyne-terminated poly(ethylene glycol) are reported. In addition, reproducible oscillations with a novel dynamic were captured when di-alkyne-terminated poly(ethylene glycol) (PEGDA) was used showing that poly-functional polymeric substrates are also viable in oscillatory systems and have new features to offer . 1. Colquhoun, Thompson, Twigg, New York: Plenum Press; 1991; 2. Grosjean et al., Journal of Molecular Catalysis A: Chemical, 2008. 3. Malashkevich et al., The Journal of Physical Chemistry A, 1997; 4. Novakovic et al., Chemical Physics Letters, 2007. 5. Donlon and Novakovic, Chemical Communications, 2014;

Publication metadata

Author(s): Novakovic K, Parker J, Nwosu CJ

Publication type: Conference Proceedings (inc. Abstract)

Publication status: Published

Conference Name: XXXVII Dynamics Days Europe International Conference

Year of Conference: 2017

Online publication date: 05/06/2017

Acceptance date: 18/02/2017