Novel heterogeneous photoredox transformations using organic materials

master's thesis

• Title (croatian): Nove heterogene fotoreduktivne transformacije organskih materijala
• Author: Ines Cazin
• Mentor: Silvana Raić-Malić (mentor)
• Committee member: Silvana Raić-Malić (predsjednik povjerenstva)
• Committee member: Irena Škorić (član povjerenstva)
• Committee member: Petar Kassal (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2017-09-28, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

Recently, photoredox catalysis has become a popular tool in organic synthesis with a plethora of interesting applications. In 2014, Sammis and co-workers reported decarboxylative fluorination using Ru(bpy)3Cl2 as a visible-light photoredox catalyst (PRC) in the presence of Selectfluor. More recently (2015), MacMillan and co-workers reported the decarboxylative fluorination with Ir[dF(CF3)ppy]2(dtbbpy)PF6. Despite the excellent properties of ruthenium and iridium polypyridyl complexes in PRC, these catalyses are expensive, potentially toxic, and usually not recycled. Compared to these transition metal based homogeneous catalysts, graphitic carbon nitrides (g-C3N4) are a class of pure organic, heterogeneous, and therefore, recyclable semiconducting materials with great potential for photoredox catalysis. The aim of this research is to replace the Ir[dF(CF3)ppy]2(dtbbpy)PF6 and Ru(bpy)3Cl2 catalysts with a modified CMB-C3N4 heterogeneous catalyst for the decarboxylative fluorination of carboxylic acids under visible irradiation at room temperature.

Abstract (croatian)

U posljednje vrijeme je fotoredutkivna kataliza postala popularno sredstvo u organskoj sintezi s nizom zanimljivih primjena. 2014. godine Sammis i suradnici su izveli dekarboksilativno fluoriranje pomoću Ru(bpy)3Cl2 kao fotoreduktivnim katalizatorom u području vidljive svjetlosti (PRC) u prisutnosti Selectfluora. U novije vrijeme (2015.), MacMillan i suradnici izveli su dekarboksilativno fluoriranje s Ir[dF(CF3)ppy]2(dtbbpy)PF6. Unatoč izvrsnim svojstvima rutenskih i iridijskih polipiridilnih kompleksa u području vidljive svjetlosti, ti su katalizatori skupi, potencijalno toksični i obično se ne recikliraju. U usporedbi s homogenim katalizatorima na bazi prijelaznih metala, grafitni ugljični nitridi (g-C3N4) klasa su čistih organskih, heterogenih i stoga reciklabilnih poluvodičkih materijala s velikim potencijalom za fotoredutkivno kataliziranje. Cilj ovog istraživanja je zamijeniti Ir[dF(CF3)ppy]2(dtbbpy)PF66 i Ru(bpy)3Cl2 katalizatore modificiranim CMB-C3N4 heterogenim katalizatorom za dekarboksilativnu fluorizaciju karboksilnih kiselina uz vidljivo zračenje pri sobnoj temperaturi.

• Keywords: photoredox catalysis; semiconducting material; graphitic carbon nitrides (g-C3N4); decarboxylative fluorination
• Keywords (croatian): fotoreduktivna kataliza; poluvodički materijali; grafitni ugljični nitridi (g-C3N4); dekarboksilativno fluoriranje
• Language: english
• URN:NBN: urn:nbn:hr:149:847191
• Study programme: Title: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry; Course: Applied organic chemistry; Study programme type: university; Study level: graduate; Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2020-05-25 15:26:48