2,3,4,5‐Tetraphenylbiphenyl‐Containing Cu^I/Re^I Complexes: Synthesis, Property Analysis and Theoretical Studies

Abstract

The diimine compound 1- [(2Ј,3Ј,4Ј,5Ј-tetraphenylbiphenyl-4yl)methyl]-2-(pyridin-2-yl)-1H-benzo[d]imidazole (Ph 6 PyMz) has been designed and synthesized in order to prepare [Cu(Ph 6 PyMz)(DPEphos)]BF 4 {DPEphos = bis[2-(diphenylphosphanyl)phenyl] ether} and [RePh 6 PyMz(CO) 3 Br]. The molecular structures of [Cu(Ph 6 PyMz)(DPEphos)]BF 4 and [RePh 6 PyMz(CO) 3 Br] were determined by single-crystal Xray diffraction and IR spectroscopy, and their properties were systematically studied by thermal-stability analyses, photophysical analyses, and electrochemistry. It was found that [Cu(Ph 6 PyMz)(DPEphos)]BF 4 and [RePh 6 PyMz(CO) 3 Br] mainly give triplet-ligand-to-ligand charge-transfer transition emission in CH 2 Cl 2 solution and pure triplet-metal-to-[a]

Tuning of the Electro-Optical Properties of Tetraphenylcyclopentadienone via Substitution of Oxygen with Sterically-Hindered Electron Withdrawing Groups

“…The electronic properties of the Tetraphenylcyclopentadienone and its derivatives obtained from the deliberate modification on the phenyl rings were previously reported 30–34 . These derivatives are subsequently utilized as synthetic intermediates for the production of polyphenylene dendrimers as well as building blocks for gelators that absorb and emit within the UV-visible frequencies 35–43 . To provide further insight toward the synthesis of new helical shaped π-conjugated compounds for electrooptical applications, herein, the effects from the substitution of the oxygen group with =CR 2 moeities (where R is –COOMe and –CN) were investigated.…”

Thermally activated delayed fluorescence carbazole‐triazine dendrimer with bulky substituents

“…Three TAZ core carbazole dendrimers with bulky substituents (Ad, adamantane; TPPh, tetraphenylphenyl; PF, phenylfluorene) were designed and synthesized using copper‐catalyzed N‐arylation as the key reaction (Figures 1 and 2). [ 26 ] The Ad‐ [ 27 ] and TPPh‐ [ 28 ] modified carbazoles were synthesized by Friedel–Crafts type aromatic electrophilic substitution reaction and Diels–Alder reaction according to the literature. The PF‐modified carbazole was synthesized by Friedel–Crafts type aromatic electrophilic substitution reaction of 9‐phenyl‐9‐fluorene and carbazole.…”

Thermally activated delayed fluorescence of carbazole-benzophenone dendrimers with bulky substituents

“…Ad 21 and Tr 22 modified carbazoles were synthesized similarly to the literature via a Friedel-Crafts type aromatic electrophilic substitution reaction. The TPPh modified carbazole was synthesized via a Diels-Alder reaction 23 of 3,6-diethynylcarbazole and tetraphenylcyclopentadienone. The G2 dendrons were synthesized similarly to the previously reported route, i.e., N-arylation between modified carbazoles and silyl protected 3,6-diiodocarbazole (I2CzTBS) and following one-pot deprotection of the silyl group.…”