Synthesis and Characterization of Carbazole‐Linked Porphyrin Tweezers | Zendy

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

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Synthesis and Characterization of Carbazole‐Linked Porphyrin Tweezers

Author(s) -

Chang Yi,

Michelin Clément,

Bucher Léo,

Desbois Nicolas,

Gros Claude P.,

Piant Sébastien,

Bolze Frédéric,

Fang Yuanyuan,

Jiang Xiaoqin,

Kadish Karl M.

Publication year - 2015

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201501619

Subject(s) - carbazole , sonogashira coupling , quantum yield , photochemistry , tweezers , absorption (acoustics) , porphyrin , fluorescence , materials science , phosphorescence , chemistry , optics , organic chemistry , catalysis , palladium , physics , composite material

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 .

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