Nickel(II) Bisporphyrin-Fused Pentacenes Exhibiting Abnormal High Stability.
charge separation
multichromophores
pentacene
stability
π-extended porphyrin
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
02 Nov 2020
02 Nov 2020
Historique:
received:
06
06
2020
pubmed:
30
7
2020
medline:
30
7
2020
entrez:
30
7
2020
Statut:
ppublish
Résumé
A series of largely π-extended multichromophoric molecules including cross-conjugated, half cross-conjugated, conjugation-interrupted and linearly conjugated systems were synthesized and characterized. These multichromophoric molecular systems revealed interesting structural-property relationships. Bisporphyrin-fused pentacenes Pen-1 b and Pen-2 a showed rich redox chemistry with 7 and 8 observable redox states, respectively. The linearly-conjugated bisporphyrin-fused pentacenes (Pen-1 b and Pen-2 a) possess much narrower HOMO-LUMO gaps (1.65 and 1.42 eV redox, respectively) and higher HOMO energy levels than those of their pentacene analogues (2.23 and 2.01 eV redox, respectively), similar to those of much less stable hexacenes and heptacenes. An estimated half-life of >945 h was obtained for bisporphyrin-fused pentacene Pen-2 a, which is much longer than that of its pentacene analogue (BPE-P, half-life, 33 h).
Identifiants
pubmed: 32725753
doi: 10.1002/anie.202008076
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
20075-20082Subventions
Organisme : U.S. Department of Energy
ID : DE-SC0016766
Organisme : National Science Foundation
ID : CHE-1726652
Informations de copyright
© 2020 Wiley-VCH GmbH.
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Deposition Numbers 1972838, 1972840, and 1972839 (for 3, 4b, Pen-2 a) contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures service www.ccdc.cam.ac.uk/structures.