Ethynyl-bridged porphyrin-corrole dyads and triads: Synthesis, properties and DFT calculations

Ethynyl-bridged porphyrin-corrole dyads and triads were synthesized by using Pd(0) mediated coupling reactions and their structures were characterized by NMR, FT-IR, UV/Vis and fluorescence techniques. Besides spectroscopic techniques, computational studies at B3LYP/6-311G(d,p) level of DFT were als...

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Bibliographic Details
Published in:Tetrahedron 2018-08, Vol.74 (34), p.4476-4488
Main Authors: Temelli, Baris, Gündüz, Mine, Yüksel, Dilek
Format: Article
Language:English
Subjects:
Corrole
DFT
Porphyrin
Sonogashira coupling
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Summary:Ethynyl-bridged porphyrin-corrole dyads and triads were synthesized by using Pd(0) mediated coupling reactions and their structures were characterized by NMR, FT-IR, UV/Vis and fluorescence techniques. Besides spectroscopic techniques, computational studies at B3LYP/6-311G(d,p) level of DFT were also used to elucidate the minimum energy geometries and the molecular orbital characteristics of the new dyads and triads. DFT calculations pointed out the presence of charge separated donor-acceptor property between macrocycles of dyads and triads, and the emission studies indicated an excited state interaction between macrocycles, and energy transfer from the porphyrin to the corrole unit. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2018.07.007