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Analogues synthesis of the GFP chromophore. Precursors of a new family of polymers without metallic components

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dc.contributor López Calahorra, Francisco
dc.creator Martín Valladares, Alejandro
dc.date 2017-02-20T16:46:14Z
dc.date 2017-02-20T16:46:14Z
dc.date 2017-01
dc.date.accessioned 2024-12-16T10:23:50Z
dc.date.available 2024-12-16T10:23:50Z
dc.identifier http://hdl.handle.net/2445/107160
dc.identifier.uri http://fima-docencia.ub.edu:8080/xmlui/handle/123456789/16657
dc.description Treballs Finals de Grau de Química, Facultat de Química, Universitat de Barcelona, Any: 2017, Tutor: Francisco López Calahorra
dc.description In this research study, the synthesis of a new set of organic molecules that present an analogous structure to the Green Fluorescent Protein’s chromophore is described. This protein,has nowadays a paramount importance in several areas of scientific knowledge, because it ismainly used as a biological marker. The analogous structures are formed by two aromatic rings bonded through an exocycliccarbon bridge. The first one is, in all the synthetized molecules, an electron-withdrawing heterocycle (imidazolone), whereas the electron delocalization in the other π-system depends onthe different substituents (R), that have been selected. In the specific case of GFP chromophore, the R substituent is an -OH group, located in thepara position respect to the carbon bridge. Consequently, this second heterocycle forms anelectron-donor system. As a result, the final structure of the GFP chromophore is 4-(phydroxybenzylidene) imidazolidin-5-one showed in the following figure.Previous studies disclose that this chromophore, and some synthetized analogues, showedan unexpected magnetic behaviour, being non-diamagnetic molecules. This behaviour is due tothe fact that there is a thermal equilibrium between the closed-shell singlet state and the excitedtriplet state, that is more stable when this type of molecule loss its planarity. This conformational equilibrium is called valence tautomerism.The formation of a stable diradical in the triplet excited state, can be understood with theresonance stabilization of the two unpaired electrons found, each one, in both aromatic rings,through the carbon bridge. The main objective of this study is to increase the existent family of this analogues withdifferent substituents, in para position, to see the impact on the stable formation of the diradical triplet. Subsequent studies will use these molecules to enable the anchoring in polymeric supports to check their magnetic response, and observe if a response amplification is produced by magnetic cooperativity between vicinal molecules. This fact could provide interesting advances in the development of new polymeric materials without metallic nor radical components in its structure
dc.format 67 p.
dc.format application/pdf
dc.language eng
dc.rights cc-by-nc-nd (c) Martín Valladares, 2017
dc.rights http://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.rights info:eu-repo/semantics/openAccess
dc.source Treballs Finals de Grau (TFG) - Química
dc.subject Síntesi orgànica
dc.subject Compostos aromàtics
dc.subject Treballs de fi de grau
dc.subject Organic synthesis
dc.subject Aromatic compounds
dc.subject Bachelor's theses
dc.title Analogues synthesis of the GFP chromophore. Precursors of a new family of polymers without metallic components
dc.title Síntesi d’anàlegs del cromòfor de la GFP. Precursors d’una nova família de polímers sense components metàl·lics
dc.type info:eu-repo/semantics/bachelorThesis


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