NEW NCN-PLATINUM(II) COMPLEXES WITH LUMINESCENT PROPERTIES
type: CreativeWork
description: During the doctoral period, my research has been focused on the synthesis and characterization of novel NCN-based platinum(II) complexes, obtaining more than twenty completely new compounds. These complexes have a terdentate chelating ligand with the general scaffold of a 1,3-di(2-pyridyl)benzene and were designed following different strategies: i) Complexes PtCl1-PtCl7 have unsubstituted pyridines and different groups in position 5 of the benzene ring, i.e. a mesityl, a triphenylamine, a pyrenyl, a phenyl-carbazole, a carbazole, a 2-thienyl and a methyl. The synthesis of the NCN ligands started from some dibromo intermediates, obtained in different ways: from a Suzuki-Miyaura coupling of 1,3,5-tribromobenzene with the suitable aryl-boronic acid in the case of L1-L4; from 1,3-dibromo-5-fluorobenzene reacting with carbazole for L5; from a Stille coupling of tribromobenzene and 2-SnBu3-thiophene for L6. Once obtained the dibromo intermediates, the Stille coupling of them (and of 1,3-dibromotoluene for L7) with 2-SnBu3-pyridine provided the terdentate ligands. Finally, the complexation step with K2PtCl4 in glacial AcOH leads to complexes PtCl1-PtCl7. ii) The second group of new complexes is composed of fifteen derivatives of the NCN-PtCl compounds PtCl1-PtCl2 and PtCl6-PtCl7, by replacement of the chloride ligand with six anionic species. These ancillary ligands are two aromatic thiolates, a simple azide, a phthalimide, a thioacetate and an isothiocyanate. The substitution reactions were carried out in acetone or MeOH, at room temperature and under Argon atmosphere, using a large excess of the new ligand. iii) Finally, PtCl8-PtCl13 still have the same -Cl ancillary ligand and substituents on the benzene ring (mesityl, 4-NPh2-phenyl, 2-thienyl, methyl) of some previously reported compounds, but new groups (i.e. 4-hexyl-2-thienyl, 4-NPh2-phenyl) have been added to the pyridines, to test the effect of an expanded aromatic system. These complexes are a development of some …
abstract: During the doctoral period, my research has been focused on the synthesis and characterization of novel NCN-based platinum(II) complexes, obtaining more than twenty completely new compounds. These complexes have a terdentate chelating ligand with the general scaffold of a 1,3-di(2-pyridyl)benzene and were designed following different strategies: i) Complexes PtCl1-PtCl7 have unsubstituted pyridines and different groups in position 5 of the benzene ring, i.e. a mesityl, a triphenylamine, a pyrenyl, a phenyl-carbazole, a carbazole, a 2-thienyl and a methyl. The synthesis of the NCN ligands started from some dibromo intermediates, obtained in different ways: from a Suzuki-Miyaura coupling of 1,3,5-tribromobenzene with the suitable aryl-boronic acid in the case of L1-L4; from 1,3-dibromo-5-fluorobenzene reacting with carbazole for L5; from a Stille coupling of tribromobenzene and 2-SnBu3-thiophene for L6. Once obtained the dibromo intermediates, the Stille coupling of them (and of 1,3-dibromotoluene for L7) with 2-SnBu3-pyridine provided the terdentate ligands. Finally, the complexation step with K2PtCl4 in glacial AcOH leads to complexes PtCl1-PtCl7. ii) The second group of new complexes is composed of fifteen derivatives of the NCN-PtCl compounds PtCl1-PtCl2 and PtCl6-PtCl7, by replacement of the chloride ligand with six anionic species. These ancillary ligands are two aromatic thiolates, a simple azide, a phthalimide, a thioacetate and an isothiocyanate. The substitution reactions were carried out in acetone or MeOH, at room temperature and under Argon atmosphere, using a large excess of the new ligand. iii) Finally, PtCl8-PtCl13 still have the same -Cl ancillary ligand and substituents on the benzene ring (mesityl, 4-NPh2-phenyl, 2-thienyl, methyl) of some previously reported compounds, but new groups (i.e. 4-hexyl-2-thienyl, 4-NPh2-phenyl) have been added to the pyridines, to test the effect of an expanded aromatic system. These complexes are a development of some …
author: FAGNANI, FRANCESCO
language: eng
keywords: Settore CHIM/03 - Chimica Generale e Inorganica
date published: 2022-10-05
date modified: 2026-07-27T20:19:00Z
provider: Università degli Studi di Milano
publisher: Networked Digital Library of Theses and Dissertations
type: WebPage
source organization: Università degli Studi di Milano

PropertyValue
property ID: Handle
value: http://hdl.handle.net/2434/938787

PropertyValue
property ID: DOI
value: 10.13130/fagnani-francesco_phd2022-10-05