Photoinduced electron transfer from rylenediimide radical anions and dianions to Re(bpy)(CO)3 using red and near-infrared light

Porte, Nathan T. La; Martinez, Jose F.; Hedström, Svante; Rudshteyn, Benjamin; Phelan, Brian T.; Mauck, Catherine M.; Young, Ryan M.; Batista, Víctor S.; Wasielewski, Michael R.

doi:10.1039/c6sc05103k

Cited by 66 publications

(85 citation statements)

References 39 publications

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“…The formation of near‐IR absorption bands of PBI .− followed by the formation of blueshifted bands of PBI 2− was reproduced on photoexcitation after purging the solution with N 2 . Thus PBI‐Bis‐2‐AN shows reversible stepwise reduction with formation of PBI .− followed by PBI 2− formation on photoirradiation [94a] . For PBI‐2‐AN and PBI‐9‐AN , however, no formation of PBI 2− was observed.…”

Section: Resultsmentioning

confidence: 90%

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Spin–Orbit Charge‐Transfer Intersystem Crossing in Anthracene–Perylenebisimide Compact Electron Donor–Acceptor Dyads and Triads and Photochemical Dianion Formation

Rehmat

Kurganskii

Mahmood

et al. 2021

Chemistry A European J

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Perylenebisimide (PBI)-anthracene (AN)d onor-acceptor dyads/triad were prepared to investigate spin-orbit charge-transfer intersystem crossing (SOCT-ISC). Molecular conformation was controlled by connecting PBI units to the 2-or 9-position of the AN moiety.S teady-state, time-resolved transient absorption ande mission spectroscopy revealed that chromophore orientation, electronic coupling, and dihedrala ngle between donor and acceptor exert as ignificant effect on the photophysical property.T he dyad PBI-9-AN with orthogonal geometry shows weakg round-state coupling and efficient intersystem crossing (ISC, F D = 86 %) as compared with PBI-2-AN (F D = 57 %), which has am ore coplanar geometry.B yn anosecond transient absorption spectroscopy,along-lived PBI localized triplet state was observed (t T = 139 ms). Time-resolved EPR spectroscopy demonstratedt hat the electron spin polarization pattern of the triplet state is sensitive to the geometry and number of AN units attached to PBI.R eversible and stepwiseg eneration of near-IR-absorbing PBI radical anion (PBI À À•)a nd dianion (PBI 2À À)w as observed on photoexcitation in the presence of triethanolamine, and it was confirmed that selective photoexcitation at the near-IRa bsorption bands of PBIC À À is unable to produce PBI 2À À .

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Section: Resultsmentioning

confidence: 90%

“…Although it was reported that PBI 2− can be formed by photoexcitation of PBI .− in the presence of a sacrificial electron donor, [95] the short excited‐state lifetime of PBI .− (145±15 ps) is unfavorable for this photo‐driven intermolecular electron transfer [94a] . Majima et al.…”

Section: Resultsmentioning

confidence: 99%

Spin–Orbit Charge‐Transfer Intersystem Crossing in Anthracene–Perylenebisimide Compact Electron Donor–Acceptor Dyads and Triads and Photochemical Dianion Formation

Rehmat

Kurganskii

Mahmood

et al. 2021

Chemistry A European J

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“…Moreover, after UV irradiation the intensity of these peaks decreases and new absorption bands at long wavelengths (460 nm) appeared which are characteristic of naphthalenediimide radical anions (Figure b and S3 in supporting information) ,. Generally, diimide radical anions are known to have an intense band around 490 nm and weaker bands around 605 nm, 700 and 780 nm ,,. However there are reports that confirm the presence of diimide radical anion, but no peak was observed as weaker band around 605 nm, 700 and 780 nm .…”

Section: Resultsmentioning

confidence: 91%

α‐Benzyl‐β‐Alanine Containing Naphthalenediimide Promotes Photoresponsive Radical Anion

et al. 2018

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The introduction of a β‐amino acid namely α‐benzyl‐β‐alanine in naphthalenediimide enables the photoresponsive formation and isolation of an extraordinary ambient stable radical anion. The single crystal X‐ray reveals that both the phenylalanine (Phe) and β‐amino acid side chains are in trans position in the reported naphthalenediimides 1 and 2 respectively. In higher order packing, the diimide 1 forms exciplex by face to face π‐π stacking between naphthalenediimide core and aromatic ring of phenylalanine to generate a staircase like architecture. However, the β‐amino acid analogue 2 forms excimer by self‐assembly through face to face π‐π stacking between naphthalenediimide cores. There also exists edge to edge π‐π stacking interaction between electron deficient central naphthalene moiety and side chain aromatic ring. As a result the LUMO and HOMO energy of diimide 2 are lowered significantly which promotes the photo‐induced electron transfer process. The remarkable stability of this radical anion facilitates the complete characterization by various spectroscopic techniques which are also supported by quantum mechanical calculations at the B3LYP−D3/TZVP level theory.

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“…Contrary, bulk metal single atoms 'conduct' electrons via LMLCT. 49,50 Such charge transfer process in Ag1@mpg-C3N4 occurs on sub ps scale, 51 while enhanced electron mobility is registered as amplified EPR signal (Table S6), enhanced fluorescence (Figure 3b) and extended lifetime of the excitons (Figure 3d).…”

Section: Resultsmentioning

confidence: 97%

Ligand-Metal Charge Transfer Induced via Adjustment of Textural Properties Controls the Performance of Single-Atom Catalysts During Photocatalytic Degradation

Liu¹,

Zou²,

Cruz³

et al. 2021

Preprint

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Because of their peculiar nitrogen-rich structure, carbon nitrides are convenient polydentate ligands for designing single-atom-dispersed photocatalysts. However, the relation of catalysts textural properties with their photophysical properties and as a result activity in photocatalytic applications is rarely elaborated. Herein we report the preparation and characterization of a series of single-atom heterogeneous catalysts featuring highly-dispersed Ag and Cu species on mesoporous graphitic C3N4. We show that adjustment of materials textural properties and thereby metal single atoms coordination mode enables ligand-to-metal (LMCT) or ligand-to-metal-to-ligand charge transfer (LMLCT), a property tha was long speculated in single-atom catalysis but never observed. We employ the developed materials in the degradation of organic pollutant under irradiation with visible light. Kinetic investigations under flow conditions show that single atoms of Ag and Cu decrease the amount of toxic organic fragmentation products, while leading to a higher selectivity towards full calcination. The results correlate with the selected mode of charge transfer in the designed photocatalysts and provide a new understanding of the surface state of single-atom catalysts. The concepts can be exploited further to rationally design and optimize other single-atom materials.

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Photoinduced electron transfer from rylenediimide radical anions and dianions to Re(bpy)(CO)₃ using red and near-infrared light

Abstract: Photoinduced electron transfer dynamics are described for a set of dyads comprising rylenediimide anion chromophores and a Re(bpy)(CO)3 metal center.

Cited by 66 publications

References 39 publications

Spin–Orbit Charge‐Transfer Intersystem Crossing in Anthracene–Perylenebisimide Compact Electron Donor–Acceptor Dyads and Triads and Photochemical Dianion Formation

Spin–Orbit Charge‐Transfer Intersystem Crossing in Anthracene–Perylenebisimide Compact Electron Donor–Acceptor Dyads and Triads and Photochemical Dianion Formation

α‐Benzyl‐β‐Alanine Containing Naphthalenediimide Promotes Photoresponsive Radical Anion

Ligand-Metal Charge Transfer Induced via Adjustment of Textural Properties Controls the Performance of Single-Atom Catalysts During Photocatalytic Degradation

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