Tetrathiafulvalenes (TTF)-annulated [28]hexaphyrin affords an electron rich flexible π-conjugated system whose limiting conformations can be controlled through choice of solvents. The conformation-dependent intramolecular charge transfer character, as well as electron reserve capability of the hexakis-TTF annulated hexaphyrin, was analyzed.
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Two CuI complexes based on the π-conjugated tetrathiafulvalene-annulated phenanthroline ligands (TTF-Phen, L1 and L2), [CuI(Xantphos)(L1)]BF4 (1, Xantphos = 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene) and [CuI(Binap)(L2)]BF4 (2, Binap = 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl), have been synthesized. They have been fully characterized, and their photophysical and electrochemical properties are reported together with those of L1 and L2 for comparison. Both CuI complexes show metal-to-ligand charge transfer (MLCT) absorption bands, whereas the 3MLCT luminescence is strongly quenched.
View Article and Find Full Text PDFRedox- and pH-Responsive Orthogonal Supramolecular Self-Assembly: An Ensemble Displaying Molecular Switching Characteristics.
J Am Chem Soc
December 2015
Department of Chemistry, The University of Texas at Austin, 105 East 24th Street, Stop A5300, Austin, Texas 78712-1224, United States.
Two heteroditopic monomers, namely a thiopropyl-functionalized tetrathiafulvalene-annulated calix[4]pyrrole (SPr-TTF-C[4]P 1) and phenyl C61 butyric acid (PCBA 2), have been used to assemble a chemically and electrochemically responsive supramolecular ensemble. Addition of an organic base initiates self-assembly of the monomers via a molecular switching event. This results in the formation of materials that may be disaggregated via the addition of an organic acid or electrolysis.
View Article and Find Full Text PDFIntramolecular charge transfer character in tetrathiafulvalene-annulated porphyrinoids: effects of core modification and protonation.
Phys Chem Chem Phys
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Department of Chemistry, Kangwon National University, ChunCheon 200-701, Korea.
The synthesis, characterization, and photophysical and electrochemical properties of a novel tetrathiafulvalene (TTF)-annulated core-modified porphyrin (1) and its expanded rubyrin analogue (2) are described. The sulfur core modifications in 1 and 2 allow a feasible intramolecular charge transfer from the TTF fragments to the central conjugated core as inferred from comparative spectroscopic and electrochemical measurements. DFT calculations also support the intramolecular charge transfer nature of 1 and 2 upon excitation.
View Article and Find Full Text PDFTetrathiafulvalene-annulated [28]hexaphyrin(1.1.1.1.1.1): a multi-electron donor system subject to conformational control.
Chem Commun (Camb)
October 2013
Department of Chemistry, Yonsei University, Seoul 120-749, Korea.
Tetrathiafulvalenes (TTF)-annulated [28]hexaphyrin affords an electron rich flexible π-conjugated system whose limiting conformations can be controlled through choice of solvents. The conformation-dependent intramolecular charge transfer character, as well as electron reserve capability of the hexakis-TTF annulated hexaphyrin, was analyzed.
View Article and Find Full Text PDFTetrathiafulvalene-annulated subphthalocyanines.
Chemistry
June 2013
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
Peripheral expansion: A series of peripherally tetrathiafulvalene (TTF)-annulated subphthalocyanines was synthesized (see scheme). These compounds exhibited unique perturbed optical properties, such as a comparatively broad Q band absorption and gradual quenching of fluorescence upon increasing the number of TTF units, while electrochemical measurements revealed TTF-centered oxidation processes.
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