Copper-mediated rapid and facile oxidative dehydrogenation of dihydrobenzocarbazoles

Humne, Vivek T.; Ulhe, Avinash G.

doi:10.1080/00397911.2020.1731757

Cited by 1 publication

(1 citation statement)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In 1965, Chakraborty et al reported the isolation and antibiotic properties of murrayanine from Murraya koenigii Spreng [2,3]. Since then, exploration of the syntheses and properties of carbazole derivatives has become intense interests among chemists and biologists [4][5][6][7][8][9][10][11][12]. Furthermore, carbazole is an important and privileged scaffold in electronic materials such as organic light-emitting diodes and photoconducting polymers [13][14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and photophysical properties of fluorescent 8,9‐diarylbenzo[def]carbazoles

Hsiao

Liang

Chen

et al. 2023

J Chinese Chemical Soc

View full text Add to dashboard Cite

Background Benzocarbazole has attracted much attention from scientists in the past few decades for a variety of applications in materials science. Objective Herein we report the synthesis and photophysical properties of N‐acyl and N‐free 8,9‐diarylbenzo[def]carbazoles. Methods These benzo[def]carbazoles were prepared by Pd(II)‐catalyzed C‐H bond activation and deacetylation as the key steps, and their photophysical properties were studied by measurement of absorption and emission spectra in chloroform at room temperature. Results The 8,9‐diarylbenzo[def]carbazoles show lower LUMO energy levels and smaller HOMO/LUMO gap compared to the parent benzo[def]carbazole, and the N‐unprotected 8,9‐diarylbenzo[def]carbazoles show more red‐shifted fluorescent emission compared to the N‐acyl ones. The absorption and emissionmaxima of these 8,9‐diaryl‐substituted benzo[def]carbazoles in CHCl3 were in the ranges of 278–350 and 365–426 nm, respectively, and with quantum yields (ΦF) up to 0.62. Conclusions We have demonstrated the photophysical properties of 8,9‐diaryl substituted benzo[def]carbazoles with or without N‐acetyl group. These 8,9‐diaryl substituted benzo[def]carbazoles could be good candidates for the future development of functional organic molecules.

show abstract