Synthesis of rod-shaped dipolar compounds for the study of long-range electronic interactions
Jay Chuang
Department of Chemistry, Chinese Culture University, Taipei, Taiwan
Search for more papers by this authorChun-Wei Chang
Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi, Taiwan
Search for more papers by this authorYuan Jay Chang
Department of Chemistry, Tunghai University, Taichung, Taiwan
Search for more papers by this authorPo-Ting Chou
Department of Chemistry, Chinese Culture University, Taipei, Taiwan
Search for more papers by this authorYuh-Sheng Wen
Institute of Chemistry, Academia Sinica, Taipei, Taiwan
Search for more papers by this authorCorresponding Author
Ching-Yang Liu
Department of Chemistry, Chinese Culture University, Taipei, Taiwan
Correspondence
Ching-Yang Liu, Department of Chemistry, Chinese Culture University, Taipei, Taiwan.
Email: [email protected]
Teh-Chang Chou, Department of Chemistry and Biochemistry, National Chung Cheng University, Ming-Hsiung, Chiayi, Taiwan.
Email: [email protected]
Tahsin J. Chow, Department of Chemistry, Tunghai University, Taichung, Taiwan.
Email: [email protected]
Search for more papers by this authorCorresponding Author
Teh-Chang Chou
Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi, Taiwan
Correspondence
Ching-Yang Liu, Department of Chemistry, Chinese Culture University, Taipei, Taiwan.
Email: [email protected]
Teh-Chang Chou, Department of Chemistry and Biochemistry, National Chung Cheng University, Ming-Hsiung, Chiayi, Taiwan.
Email: [email protected]
Tahsin J. Chow, Department of Chemistry, Tunghai University, Taichung, Taiwan.
Email: [email protected]
Search for more papers by this authorCorresponding Author
Tahsin J. Chow
Department of Chemistry, Tunghai University, Taichung, Taiwan
Institute of Chemistry, Academia Sinica, Taipei, Taiwan
Correspondence
Ching-Yang Liu, Department of Chemistry, Chinese Culture University, Taipei, Taiwan.
Email: [email protected]
Teh-Chang Chou, Department of Chemistry and Biochemistry, National Chung Cheng University, Ming-Hsiung, Chiayi, Taiwan.
Email: [email protected]
Tahsin J. Chow, Department of Chemistry, Tunghai University, Taichung, Taiwan.
Email: [email protected]
Search for more papers by this authorJay Chuang
Department of Chemistry, Chinese Culture University, Taipei, Taiwan
Search for more papers by this authorChun-Wei Chang
Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi, Taiwan
Search for more papers by this authorYuan Jay Chang
Department of Chemistry, Tunghai University, Taichung, Taiwan
Search for more papers by this authorPo-Ting Chou
Department of Chemistry, Chinese Culture University, Taipei, Taiwan
Search for more papers by this authorYuh-Sheng Wen
Institute of Chemistry, Academia Sinica, Taipei, Taiwan
Search for more papers by this authorCorresponding Author
Ching-Yang Liu
Department of Chemistry, Chinese Culture University, Taipei, Taiwan
Correspondence
Ching-Yang Liu, Department of Chemistry, Chinese Culture University, Taipei, Taiwan.
Email: [email protected]
Teh-Chang Chou, Department of Chemistry and Biochemistry, National Chung Cheng University, Ming-Hsiung, Chiayi, Taiwan.
Email: [email protected]
Tahsin J. Chow, Department of Chemistry, Tunghai University, Taichung, Taiwan.
Email: [email protected]
Search for more papers by this authorCorresponding Author
Teh-Chang Chou
Department of Chemistry and Biochemistry, National Chung Cheng University, Chiayi, Taiwan
Correspondence
Ching-Yang Liu, Department of Chemistry, Chinese Culture University, Taipei, Taiwan.
Email: [email protected]
Teh-Chang Chou, Department of Chemistry and Biochemistry, National Chung Cheng University, Ming-Hsiung, Chiayi, Taiwan.
Email: [email protected]
Tahsin J. Chow, Department of Chemistry, Tunghai University, Taichung, Taiwan.
Email: [email protected]
Search for more papers by this authorCorresponding Author
Tahsin J. Chow
Department of Chemistry, Tunghai University, Taichung, Taiwan
Institute of Chemistry, Academia Sinica, Taipei, Taiwan
Correspondence
Ching-Yang Liu, Department of Chemistry, Chinese Culture University, Taipei, Taiwan.
Email: [email protected]
Teh-Chang Chou, Department of Chemistry and Biochemistry, National Chung Cheng University, Ming-Hsiung, Chiayi, Taiwan.
Email: [email protected]
Tahsin J. Chow, Department of Chemistry, Tunghai University, Taichung, Taiwan.
Email: [email protected]
Search for more papers by this authorFunding information: Tunghai University; Academia Sinica; Chinese Ministry of Science and Technology
Abstract
Two series of rod-shaped dipolar organic compounds are synthesized, each of which contains an electron donor (D), an electron acceptor (A), and a rigid hydrocarbon spacer (S). The first series of S compounds belong to the derivatives of oligo-norbornyl (NB3 and NB4); and the second series of S the derivatives of a cage-shaped heptacyclic tetradecane (HT2a,b and HT4a,b). The absorption/emission spectra and the oxidation/reduction potentials of D's and A's are measured, and the free energy of the photo-excited electron transfer (PET) process is estimated according to the Marcus relationship. The degree of fluorescence quenching is found to be proportional to the corresponding free energy. The symmetry correlation between the frontier molecular orbitals of D and A is believed to play a significant role in the PET processes.
Supporting Information
| Filename | Description |
|---|---|
| jccs202100205-sup-0001-Supinfo.docxWord 2007 document , 3.3 MB | Figures S1–S6 H1 NMR spectrum of compound NB series compounds. Figures S7–S13: C13 NMR spectrum of compound NB series compounds. Figures S14–S25: H1 NMR spectrum of compound HT series compounds. Figures S26–S37: C13 NMR spectrum of compound HT series compounds. Figure S38–S39: Redox potentials of HT11, HT12, HT13a, and HT13b. Figure S40. Molecular geometry of NB3, NB4, NB14 and NB15. Table S1. Crystal data and structure refinement of HT8. Table S2. Atomic coordinates of HT8. Table S3. Crystal data and structure refinement of HT3a. Table S4. Atomic coordinates of HT3a. |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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