The X-ray crystal structure and photophysical properties of 1,6,7,12,13,18,19,24-octamethylacenaphthyleno[b,l]tetraphenylene, which has been synthesized via a Diels-Alder reaction of 5,6,11,12-tetradehydrodibenzo[a,e]cyclooctene and 6,7-dihydro-6-hydroxy-7,9-dimethyl-8H-cyclopenta[a]acenaphthylene-8-one, are reported.
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http://dx.doi.org/10.1039/b416820h | DOI Listing |
Angew Chem Int Ed Engl
November 2024
Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, Chemical Biology Research Center, School of Pharmaceutical Sciences, Chongqing University, Chongqing, 401331, P. R. China.
Nat Commun
August 2024
College of Materials Science and Technology, Nanjing University of Aeronautics and Astronautics, Nanjing, China.
Understanding how subtle structural differences between macrocyclic conformational isomers impact their properties and separation has garnered increasing attention in the field of supramolecular synthetic chemistry. In this work, a series of tetraphenylene (TPE)-embedded butterfly bis-crown ether macrocycles (BCE[n], n = 4-7), comprising two crown ether side rings and a TPE core, are synthesized through intramolecular McMurry coupling. Unexpectedly, the presence of flexible oligoethylene chains with varying lengths are found to influence molecular conformation via multiple intramolecular interactions, resulting in the formation of two stabilized conformers with specific semi-rigid symmetric/asymmetric structures (sym-BCE[n] and asym-BCE[n], n = 5, 6).
View Article and Find Full Text PDFColloids Surf B Biointerfaces
December 2024
Department of Chemistry, the Tsinghua Center for Frontier Polymer Research, Tsinghua University, Beijing 100084, PR China. Electronic address:
Aggregation-induced emission (AIE) materials are attracting great attention in biomedical fields such as sensors, bioimaging, and cancer treatment, et al. due to their strong fluorescence emission in the aggregated state. In this contribution, a series of tetraphenylene-acetonitrile AIE compounds with D-A-D' structures were synthesized by Suzuki coupling reaction and Knoevenagel condensation, and their relationship of chemical structure and fluorescence properties was investigated in detail, among which TPPA compound was selected as the monomer owing to the longest emission wavelength at about 530 nm with low energy band gap ΔE 3.
View Article and Find Full Text PDFNat Commun
April 2024
College of Chemistry, Beijing Normal University, Beijing, 100875, China.
Carbaporphyrin dimers, investigated for their distinctive electronic structures and exceptional properties, have predominantly consisted of systems containing identical subunits. This study addresses the associated knowledge gap by focusing on asymmetric carbaporphyrin dimers with Janus-like characteristics. The synthesis of a Janus-type carbaporphyrin pseudo-dimer 5 is presented.
View Article and Find Full Text PDFChemphyschem
April 2024
School of Chemistry, University of Edinburgh, Edinburgh, Edinburgh, United Kingdom.
Optoelectronic properties of organic molecules are underpinned by delocalisation and delocalisability of π-electrons. These properties are sensitive to small changes in electron count, whether achieved by heteroatom substitution or redox chemistry. One measure of the delocalisability of π-electrons is the current induced by an external magnetic field, which is diagnostic of (anti)aromaticity.
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