Synthesis and Characterization of Carbazole-Linked Porphyrin Tweezers

6533b852fe1ef96bd12ab7a1

RESEARCH PRODUCT

Synthesis and Characterization of Carbazole-Linked Porphyrin Tweezers

Léo Bucher Karl M. Kadish Nicolas Desbois Yi Chang Xiaoqin Jiang Clément Michelin Frédéric Bolze Yuanyuan Fang Claude P. Gros Sebastien Piant

subject

Carbazole Dimer Organic Chemistry Sonogashira coupling Quantum yield General Chemistry Photochemistry Porphyrin Catalysis chemistry.chemical_compound chemistry Tweezers Glaser coupling Absorption (electromagnetic radiation)

description

Herein the synthesis, spectroscopic characterization, two-photon absorption and electrochemical properties of 3,6-disubstituted carbazole tweezers is reported. A dimer resulting from a Glaser homocoupling was isolated during a Sonogashira coupling reaction between a diethynyl-carbazole spacer and a 5-bromo-triarylporphyrin and the properties of this original compound were compared with the 3,6-disubstituted carbazole bisporphyrin tweezers. The dyads reported herein present a two-photon absorption maximum at 920 nm with two-photon absorption cross-section in the 1200 GM range. Despite a strong linear absorption in the Soret region and moderate fluorescence quantum yield, they both lead to a high brightness reaching 30 000 M(-1) cm(-1) .

year	journal	country	edition	language
2015-04-25	Chemistry - A European Journal

https://doi.org/10.1002/chem.201501619

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