Abstract

A new 2,7,10,15-tetraethynyldibenzo[g,p]chrysene ligand (1) and two tetranuclear gold(I) derivatives containing PPh3 (3) and PMe3 (4) phosphines were synthesized and characterized by 1H and 31P NMR, IR spectroscopy, and high-resolution mass spectrometry. The compounds were studied in order to analyze the effect of the introduction of gold(I) on the supramolecular aggregation and photophysical properties. Absorption and emission spectra displayed broad bands due to the establishment of π π interactions as an indication of intermolecular contacts and the formation of aggregates. A decrease of the recorded quantum yield (QY) of the gold(I) derivatives was observed compared to the uncomplexed ligand. The introduction of the complexes into poly methyl methacrylate (PMMA) and Zeonex 480R matrixes was analyzed, and an increase of the measured QY of 4 in Zeonex was observed. No phosphorescent emission was detected.

Highlights

  • In recent years, increasing attention has been paid to disk-shaped organic molecules such as polycyclic aromatic hydrocarbons (PAHs) because of their characteristic structural and electronic properties for extended π-conjugation [1,2,3,4]

  • Taking the available DBC skeleton into consideration and the established procedure used to obtain the tetrabrominated DBC derivative [9], the aromaticity of a compound can be extended by the introduction of an alkynyl moiety at each brominated position via Sonogashira coupling

  • We report the synthesis of a new tetraalkynyl ligand and the formation and triplet states, play a critical role in determining the intersystem crossing (ISC) rate

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Summary

Introduction

In recent years, increasing attention has been paid to disk-shaped organic molecules such as polycyclic aromatic hydrocarbons (PAHs) because of their characteristic structural and electronic properties for extended π-conjugation [1,2,3,4]. Taking the available DBC skeleton into consideration and the established procedure used to obtain the tetrabrominated DBC derivative [9], the aromaticity of a compound can be extended by the introduction of an alkynyl moiety at each brominated position via Sonogashira coupling This creates a new possibility of the coordination of metallic complexes via the formation of M-C≡C bonds. Containing heavy atoms, due to efficient spin–orbit coupling (SOC) that relaxes the spin selection rule, ligand-dominated fluorescence is frequently observed in some polyaromatic complexes [13,14,15,16,17]. Ligandit has become fluorescence clear that theispresence of heavy elements does not guarantee a fast intersystem crossing dominated frequently observed in some polyaromatic complexes [13,14,15,16,17]

Synthesis and Characterization
Photophysical Characterization
H NMR due to the
Conclusions
General Procedures
Physical Measurements
Synthesis of 1
Synthesis of 2
Synthesis of 3
Synthesis of 4
Preparation of Matrixes Including Compounds
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