Figure-Eight Bismacrocycles Derived from a Tetraphenylmethane Core and Oligoparaphenylene Loops

Cycloparaphenylenes have garnered significant interest due to their distinctive chemical and physical characteristics. This study presents the synthesis and comprehensive characterization of two bis-macrocycle molecules joined by cycloparaphenylene and tetraphenylmethane moieties. Both molecules were thoroughly characterized using NMR, MALDI-TOF-HRMS, and X-ray diffraction. UV-vis spectroscopy revealed maximum absorption peaks at 325 and 328 nm, while the two bismacrocycles exhibit fluorescence emissions at 470 and 457 nm, consistent with DFT calculations. The computational analysis also disclosed the HOMO-LUMO gaps of 3.373 and 3.342 eV.

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Publication Details

Journal
Organic Letters
Published
2024-09-06
DOI
https://doi.org/10.1021/acs.orglett.4c02701
Citations
6
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
Field-Weighted Citation Impact
1.50

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article

Figure-Eight Bismacrocycles Derived from a Tetraphenylmethane Core and Oligoparaphenylene Loops

Chuyang Cheng, Xiaobo Zhang, Kai Lan
6 citations
Organic Letters
Synthesis and Properties of Aromatic Compounds
1.50
article

Figure-Eight Bismacrocycles Derived from a Tetraphenylmethane Core and Oligoparaphenylene Loops

Chuyang Cheng, Xiaobo Zhang, Kai Lan
article en
6 citations

Abstract

Cycloparaphenylenes have garnered significant interest due to their distinctive chemical and physical characteristics. This study presents the synthesis and comprehensive characterization of two bis-macrocycle molecules joined by cycloparaphenylene and tetraphenylmethane moieties. Both molecules were thoroughly characterized using NMR, MALDI-TOF-HRMS, and X-ray diffraction. UV-vis spectroscopy revealed maximum absorption peaks at 325 and 328 nm, while the two bismacrocycles exhibit fluorescence emissions at 470 and 457 nm, consistent with DFT calculations. The computational analysis also disclosed the HOMO-LUMO gaps of 3.373 and 3.342 eV.

Organic LettersVol. 26(37)
Sichuan University (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 19%
Synthesis and Properties of Aromatic Compounds
1.50
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