دورية أكاديمية
Shape-Selective Synthesis of Pentacene Macrocycles and the Effect of Geometry on Singlet Fission.
| العنوان: | Shape-Selective Synthesis of Pentacene Macrocycles and the Effect of Geometry on Singlet Fission. |
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| المؤلفون: | Bergman HM; Department of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States., Kiel GR; Department of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States., Witzke RJ; Department of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States., Nenon DP; Department of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.; Material Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, California 94720, United States., Schwartzberg AM; Material Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, California 94720, United States.; Molecular Foundry, Lawrence Berkeley National Lab, Berkeley, California 94720, United States., Liu Y; Material Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, California 94720, United States.; Molecular Foundry, Lawrence Berkeley National Lab, Berkeley, California 94720, United States., Tilley TD; Department of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States. |
| المصدر: | Journal of the American Chemical Society [J Am Chem Soc] 2020 Nov 25; Vol. 142 (47), pp. 19850-19855. Date of Electronic Publication: 2020 Nov 10. |
| نوع المنشور: | Journal Article; Research Support, U.S. Gov't, Non-P.H.S. |
| اللغة: | English |
| بيانات الدورية: | Publisher: American Chemical Society Country of Publication: United States NLM ID: 7503056 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-5126 (Electronic) Linking ISSN: 00027863 NLM ISO Abbreviation: J Am Chem Soc Subsets: PubMed not MEDLINE; MEDLINE |
| أسماء مطبوعة: | Publication: Washington, DC : American Chemical Society Original Publication: Easton, Pa. [etc.] |
| مستخلص: | Pentacene's extraordinary photophysical and electronic properties are highly dependent on intermolecular through-space interactions. Macrocyclic arrangements of chromophores have been shown to provide a high level of control over these interactions, but few examples exist for pentacene due to inherent synthetic challenges. In this work, zirconocene-mediated alkyne coupling was used as a dynamic covalent C-C bond forming reaction to synthesize two geometrically distinct, pentacene-containing macrocycles on a gram scale and in four or fewer steps. Both macrocycles undergo singlet fission in solution with rates that differ by an order of magnitude, while the rate of triplet recombination is approximately the same. This independent modulation of singlet and triplet decay rates is highly desirable for the design of efficient singlet fission materials. The dimeric macrocycle adopts a columnar packing motif in the solid state with large void spaces between pentacene units of the crystal lattice. |
| تواريخ الأحداث: | Date Created: 20201110 Date Completed: 20210217 Latest Revision: 20210217 |
| رمز التحديث: | 20240628 |
| DOI: | 10.1021/jacs.0c09941 |
| PMID: | 33169994 |
| قاعدة البيانات: | MEDLINE |
Find this issue from the American Chemical Society | تدمد: | 1520-5126 |
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| DOI: | 10.1021/jacs.0c09941 |