Polynorbornenes appended with porphyrins containing a range of different linkers are synthesized. The use of bisamidic chiral alanine linkers between the pending porphyrins and the polymeric backbone has been shown to bring the adjacent porphyrin chromophores to more suitable orientation for exciton coupling owing to hydrogen bonding between the adjacent linkers. The hydrogen bonding between the adjacent pendants in these polymers may induce a cooperative effect and therefore render single-handed helical structures for these polymers. Such a cooperative effect is reflected in the enhancement of FRET efficiencies between zinc-porphyrin and free base porphyrin in random copolymers.
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http://dx.doi.org/10.1002/asia.200900567 | DOI Listing |
J Am Chem Soc
June 2019
College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Suzhou Nano Science and Technology , Soochow University, Suzhou 215123 , P.R. China.
Singlet fission has emerged as a key mechanism of exciton multiplication in organic chromophores, generating two triplet excitons from a single photon. Singlet fission is typically studied in crystalline films or in isolated dimers. Here, we investigate an intermediate regime where through-space interactions mediate singlet fission and triplet pair recombination within isolated polymer chains.
View Article and Find Full Text PDFBeilstein J Org Chem
January 2019
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
At 0 °C in THF in the presence of Grubbs first generation catalyst, cyclobutene derivatives undergo ROMP readily, whereas norbornene derivatives remain intact. When the substrate contains both cyclobutene and norbornene moieties, the conditions using THF as the solvent at 0 °C offer a useful protocol for the selective ROMP of cyclobutene to give norbornene-appended polycyclobutene. Unsymmetrical ladderphane having polycyclobutene and polynorbornene as two strands is obtained by further ROMP of the norbornene appended polycyclobutene in the presence of Grubbs first generation catalyst in DCM at ambient temperature.
View Article and Find Full Text PDFMacromol Rapid Commun
November 2017
Department of Chemistry, The University of Texas at Austin, 105 E 24th St. Stop A5300, Austin, TX, 78712, USA.
A polymer consisting of a polynorbornene backbone with perylene diimide (PDI) pendant groups on each monomeric unit is synthesized via ring opening metathesis polymerization. The PDI pendant groups along the polymer backbone, studied by UV-vis absorption, fluorescence emission, and electron paramagnetic resonance spectroscopy in addition to electrochemical methods, show evidence of molecular aggregation and corresponding electronic coupling with neighboring groups, which forms pathways for efficient electron transport from one group to another in a specific reduced form. When n-doped, the title polymer shows redox conductivity of 5.
View Article and Find Full Text PDFChem Asian J
February 2011
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Zinc-porphyrin-appended norbornene derivative 6, the corresponding dimer 7, coherently aligned single-stranded polynorbornene 5, and zinc-porphyrin-linked double-stranded polymeric ladderphane 3 have been used for complexation with 1,4-diazabicyclo[2.2.2]octane (DABCO) to generate an array of porphyrin-DABCO supramolecular scaffolds.
View Article and Find Full Text PDFChem Asian J
June 2010
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
Polynorbornenes appended with porphyrins containing a range of different linkers are synthesized. The use of bisamidic chiral alanine linkers between the pending porphyrins and the polymeric backbone has been shown to bring the adjacent porphyrin chromophores to more suitable orientation for exciton coupling owing to hydrogen bonding between the adjacent linkers. The hydrogen bonding between the adjacent pendants in these polymers may induce a cooperative effect and therefore render single-handed helical structures for these polymers.
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