Now showing items 1-20 of 25

    • All-cis 1,2,3,4,5,6-hexafluorocyclohexane is a facially polarised cyclohexane 

      Keddie, Neil Steven; Slawin, Alexandra Martha Zoya; Lebl, Tomas; Philp, Douglas; O'Hagan, David (2015-04) - Journal article
      The highest-energy stereoisomer of 1,2,3,4,5,6-hexafluorocyclohexane, in which all of the fluorines are ‘up’, is prepared in a 12-step protocol. The molecule adopts a classic chair conformation with alternate C–F bonds ...
    • Building complex systems based on simple molecular architectures 

      Robertson, Craig Collumbine (University of St Andrews, 2011-11-30) - Thesis
      Over the past twenty years molecules capable of templating their own synthesis, so called self–replicating molecules have gained prominence in the literature. We show herein that mixing the reagents for replicating molecules ...
    • Cooperative binding in a phosphine oxide-based halogen bonded dimer drives supramolecular oligomerization 

      Maugeri, Leonardo; Lebl, Tomas; Cordes, David Bradford; Slawin, Alexandra Martha Zoya; Philp, Douglas (2017-02-17) - Journal article
      Triphenylphosphine oxide forms halogen-bonded (XB) complexes with pentafluoroiodobenzene and a 1,4-diaryl-5-iodotriazole. The stability of these complexes is assessed computationally and by 31P NMR spectroscopy in d8-toluene ...
    • A critical cross-catalytic relationship determines the outcome of competition in a replicator network 

      Kosikova, Tamara; Philp, Douglas (2017-08-04) - Journal article
      A network of two synthetic replicators exhibits a critical unidirectional crosscatalytic relationship that directs competing replication processes. In this network, nitrone N bearing a 6-methylamidopyridine recognition ...
    • Designing hypercyclic replicating networks 

      Wood, Evan A. (University of St Andrews, 2007-11-30) - Thesis
      In the last 20 years there has been a number of synthetic and natural product based molecular replicators published in the literature. The majority of these systems have focused on the minimal model with only a few examples ...
    • Developing complexity using networks of synthetic replicators 

      Kosikova, Tamara (University of St Andrews, 2017-06-21) - Thesis
      Molecular recognition plays an essential role in the self-assembly and self-organisation of biological and chemical systems alike—allowing individual components to form complex interconnected networks. Within these ...
    • Emergence in complex systems based on synthetic replicators 

      Huck, Juergen (University of St Andrews, 2011-11) - Thesis
      Biopolymers with defined recognition pattern were used to generate the first artificial replicating systems. Stripping down these systems to their most fundamental properties allowed to move away from the biological ...
    • Evolving complex systems from simple molecules 

      Sadownik, Jan (University of St Andrews, 2009) - Thesis
      Until very recently, synthetic chemistry has focussed on the creation of chemical entities with desirable properties through the programmed application of isolated chemical reactions, either individually or in a cascade ...
    • Exploiting recognition-mediated assembly and reactivity in [2]rotaxane formation 

      Vidonne, Annick; Kosikova, Tamara; Philp, Douglas (2016-04-01) - Journal article
      A small molecular reaction network exploits recognition-mediated reactive processes in order to drive the assembly and formation of both a self-replicating linear template (thread) and a [2]rotaxane, in which the linear ...
    • Exploring the emergence of complexity using synthetic replicators 

      Kosikova, Tamara; Philp, Douglas (2017-12-07) - Journal article
      A significant number of synthetic systems capable of replicating themselves or entities that are complementary to themselves have appeared in the last 30 years. Building on an understanding of the operation of synthetic ...
    • Exploring the self-assembly and energy transfer of dynamic supramolecular iridium-porphyrin systems 

      Rota Martir, Diego; Hedley, Gordon J.; Cordes, David B.; Slawin, Alexandra M. Z.; Escudero, Daniel; Jacquemin, Denis; Kosikova, Tamara; Philp, Douglas; Dawson, Daniel M.; Ashbrook, Sharon E.; Samuel, Ifor D. W.; Zysman-Colman, Eli (2016-11-22) - Journal article
      We present the first examples of dynamic supramolecular systems composed of cyclometalated Ir(III) complexes of the form of [Ir(C^N)2(N^N)]PF6 (where C^N is mesppy = 2-phenyl-4-mesitylpyridinato and dFmesppy = 2-(4,6-dif ...
    • Generating system-level responses from a network of simple synthetic replicators 

      Sadownik, Jan W.; Kosikova, Tamara; Philp, Douglas (2017-12-06) - Journal article
      The creation of reaction networks capable of exhibiting responses that are properties of entire systems represents a significant challenge for the chemical sciences. The system- level behavior of a reaction network is ...
    • Integrating replication processes with mechanically interlocked molecules 

      Vidonne, Annick (University of St Andrews, 2009-11-30) - Thesis
      In the last twenty years, chemists have devised numerous synthetic chemical systems in which self-replication operates, demonstrating that molecules can replicate themselves without the aid of enzymes and that self-replication ...
    • Neutral iodotriazoles as scaffolds for stable halogen-bonded assemblies in solution 

      Maugeri, Leonardo; Asencio-Hernández, Julia; Lebl, Tomas; Cordes, David Bradford; Slawin, Alexandra Martha Zoya; Delsuc, Marc-André; Philp, Douglas (2016-10-01) - Journal article
      The halogen bond (XB) donor properties of neutral 1,4-diaryl-5-iodo-1,2,3-triazoles, are explored using a combination of computational and experimental results and are shown to be competitive in halogen bonding efficiency ...
    • A new reversible 1,3-dipolar cycloaddition and its application in dynamic covalent chemistry 

      Van Brussel, David (University of St Andrews, 2016-05) - Thesis
      In the past decades, chemists have designed and investigated artificial self-replicating molecules. A self-replicating molecule is one that can assemble its building blocks through molecular recognition, the building ...
    • Orthogonal recognition processes drive the assembly and replication of a [2]rotaxane 

      Kosikova, Tamara; Hassan, Nurul Izzaty Binti; Cordes, David Bradford; Slawin, Alexandra Martha Zoya; Philp, Douglas (2015-12-30) - Journal article
      Within a small interconnected reaction network, orthogonal recognition processes drive the assembly and replication of a [2]rotaxane. Rotaxane formation is governed by a central, hydrogen bonding-mediated binding equilibrium ...
    • Overcoming limited selectivity in recognition-mediated replicating systems 

      MacKenzie, Harry (University of St Andrews, 2012) - Thesis
      Traditionally, synthetic chemistry has always focused on yielding a target compound from the linear application of chemical transformations. After each step, a single compound is usually required and the presence of ...
    • pH controlled assembly of a self-complementary halogen-bonded dimer 

      Maugeri, Leonardo; Jamieson, Ellen; Cordes, David Bradford; Slawin, Alexandra Martha Zoya; Philp, Douglas (2017-02-01) - Journal article
      Phenols and their corresponding phenoxide anions can form halogen bonds with neutral iodotriazoles. The strength of these interactions depends critically on the protonation state of the oxygen atom – the interaction of the ...
    • Probing the limits of selectivity in a recognition-mediated reaction network embedded within a dynamic covalent library 

      Kosikova, Tamara; Mackenzie, Harry; Philp, Douglas (2016-01-26) - Journal article
      Two recognition-mediated reaction processes operating through a reactive binary complex drive resolution of a 24-component dynamic covalent library, assembled from individual aldehydes and nucleophiles. The effectiveness ...
    • A reactive nitrone-based organogel that self-assembles from its constituents in chloroform 

      Richards, Josh; Philp, Douglas (2016-04-11) - Journal article
      The reversible reaction of an aldehyde with a hydroxylamine affords a nitrone which is capable of forming a stiff gel with chloroform at concentrations as low as 0.20 wt% (6 mM). The gelator forms dynamically from its ...