DataVXNanoscalePaper
journal article·2019

Light-harvesting porphyrazines to enable intramolecular singlet fission

Diana-Paola Medina, Ilias Papadopoulos, Giulia Lavarda, Henrik Gotfredsen, Parisa R. Rami, Rik R. Tykwinski, M. Salomé Rodríguez-Morgade, Dirk M. Guldi, Tomás Torres

Nanoscale· Volume 11· Issue 46
Publisher page
Source abstract

Abstract

A porphyrazine featuring complementary absorption to a pentacene dimer was chosen to fill the absorption gap of the latter in the range of 450 to 600 nm to realize panchromatic absorption through the visible region out to ca. 700 nm. Of even greater relevance is the quantitative intramolecular Förster resonance energy transfer (i-FRET) to funnel energy to the pentacene moieties, where efficient intramolecular singlet fission (i-SF) converts the singlet excited state into the corresponding triplet excited states. Remarkably, the triplet quantum yield either via direct excitation or via indirect i-FRET is up to 200% ± 20% in polar solvents.
Source: openalex_inverted_index · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Porphyrin and Phthalocyanine Chemistry · Luminescence and Fluorescent Materials · Photochemistry and Electron Transfer Studies

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Departamento de Química Orgánica

Universidad Autónoma de Madrid

28049 Madrid

Spain

Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials (ICMM)

University of Erlangen-Nuremberg

91058 Erlangen

Germany

Department of Chemistry

University of Copenhagen

DK-2100 Copenhagen

Denmark

University of Alberta

Edmonton

Canada

Institute for Advanced Research in Chemical Sciences (IAdChem)

Funding

Ministerio de Ciencia e Innovación · Ministerio de Economía y Competitividad · Natural Sciences and Engineering Research Council of Canada · Canada Foundation for Innovation · Departamento Administrativo de Ciencia, Tecnología e Innovación · Uddannelses- og Forskningsministeriet

References (28)

Show source-provided references
1. Smith · Chem. Rev. · 2010 · 110 · 689110.1021/cr1002613 ↗
2. Smith · Annu. Rev. Phys. Chem. · 2013 · 64 · 36110.1146/annurev-physchem-040412-110130 ↗
3. Casanova · J. Chem. Theory Comput. · 2015 · 11 · 264210.1021/acs.jctc.5b00144 ↗
4. Shockley · J. Appl. Phys. · 1961 · 32 · 51010.1063/1.1736034 ↗
5. Hanna · J. Appl. Phys. · 2006 · 100 · 07451010.1063/1.2356795 ↗
6. Rao · Nat. Rev. Mater. · 2017 · 2 · 1706310.1038/natrevmats.2017.63 ↗
7. Basel · Trends Chem. · 2019 · 1 · 1110.1016/j.trechm.2019.02.002 ↗
8. Hetzer · Chem. – Eur. J. · 2018 · 24 · 824510.1002/chem.201705355 ↗
9. Eaton · J. Am. Chem. Soc. · 2013 · 135 · 1470110.1021/ja4053174 ↗
10. Eaton · J. Phys. Chem. A · 2015 · 119 · 415110.1021/acs.jpca.5b02719 ↗
11. Margulies · Nat. Chem. · 2016 · 8 · 112010.1038/nchem.2589 ↗
12. Mauck · J. Am. Chem. Soc. · 2016 · 138 · 1174910.1021/jacs.6b05627 ↗
13. Hartnett · J. Phys. Chem. B · 2016 · 120 · 135710.1021/acs.jpcb.5b10565 ↗
14. Kiyoshi · Chem. Rev. · 2019 · 119 · 426110.1021/acs.chemrev.8b00572 ↗
15. Sanders · Chem · 2019 · 5 · 198810.1016/j.chempr.2019.05.012 ↗
16. Lavarda · Angew. Chem., Int. Ed. · 2018 · 57 · 1629110.1002/anie.201808652 ↗
17. Claessens · Chem. Rev. · 2014 · 114 · 219210.1021/cr400088w ↗
18. Fernández-Ariza · ChemPhotoChem · 2017 · 1 · 16410.1002/cptc.201600004 ↗
19. N. Kobayashi , Meso-Azaporphyrins and their Analogues , in The Porphyrin Handbook , ed. K. M. Kadish , K. M. Smith and R. Guilard , Academic Press , San Diego, CA , 2000 , vol. 2 , pp. 301–360
20. T. Fukuda and N.Kobayashi , UV-Visible Absorption Spectroscopic Properties of Phthalocyanines and Related Macrocycles , in Handbook of Porphyrin Science , ed. K. Kadish , K. Smith and R. Guilard , 2010 , vol. 9
21. Rio · Org. Biomol. Chem. · 2008 · 6 · 187710.1039/b800617b ↗
22. Rodríguez-Morgade · J. Porphyrins Phthalocyanines · 2004 · 8 · 112910.1142/S1088424604000490 ↗
23. Fernández-Ariza · Chem. – Eur. J. · 2018 · 24 · 261810.1002/chem.201705242 ↗
24. Ray · J. Mol. Liq. · 2019 · 276 · 77010.1016/j.molliq.2018.11.141 ↗
25. Trivedi · Proc. Natl. Acad. Sci. U. S. A. · 2010 · 107 · 128410.1073/pnas.0912811107 ↗
26. Kunzmann · Angew. Chem., Int. Ed. · 2018 · 57 · 1074210.1002/anie.201801041 ↗
27. Basel · Nat. Commun. · 2017 · 8 · 1517110.1038/ncomms15171 ↗
28. Zirzlmeier · Proc. Natl. Acad. Sci. U. S. A. · 2015 · 112 · 532510.1073/pnas.1422436112 ↗