Photo-induced energy and electron transfer in carboxylic acid functionalized bis(4′-tert-butylbiphenyl-4-yl)aniline (BBA)-substituted A3B zinc porphyrins

Gangada, Suneel; Pooja, .; Anjaiah, Boligorla; Karla, Vijendar Reddy; Bandi, Srikanth; Pawar, Ravinder; Chitta, Raghu

doi:10.1007/s12039-021-01958-7

Cited by 3 publications

(2 citation statements)

References 75 publications

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“…69 In case of BBA-BODIPY dyads, photoexcitation of the BODIPY triggered the generation of the locally excited (LE) state followed by the TICT from 1 BBA*➔ BODIPY leading to the formation of the chargeseparated state, BBA +•--BODIPY ─• in polar solvents. 67 When BBA moieties were tethered to the meso-positions of the zinc porphyrin (ZnP), selective excitation of BBA displayed PEnT from 1 BBA* to ZnP followed by PET from BBA➔ 1 ZnP*, occurring in tandem, [70][71][72] and the concept was further extended to utilize the systems as sensitizers in DSSC applications. 68 Even though excellent energy and electron acceptors such as porphyrin, BODIPY, and C 60 were structurally integrated with BBA and promising panchromatic dyes displaying light-induced photophysical events have been constructed, donor-acceptor systems containing BBA functionalized with corrole, a one carbon short structural analog of porphyrin, were not synthesized and related light capturing abilities are not explored till date.…”

Section: Introductionmentioning

confidence: 99%

“…In case of BBA‐BODIPY dyads, photoexcitation of the BODIPY triggered the generation of the locally excited (LE) state followed by the TICT from 1 BBA*➔ BODIPY leading to the formation of the charge‐separated state, BBA +•‐ ‐BODIPY ─• in polar solvents 67 . When BBA moieties were tethered to the meso‐positions of the zinc porphyrin (ZnP), selective excitation of BBA displayed PEnT from 1 BBA* to ZnP followed by PET from BBA➔ 1 ZnP*, occurring in tandem, 70–72 and the concept was further extended to utilize the systems as sensitizers in DSSC applications 68 …”

Section: Introductionmentioning

confidence: 99%

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Investigating the role of corrole as an excitation energy relay in light‐induced processes in closely connected N,N'‐bis(biphenyl‐4‐yl)aniline functionalized corrole donor–acceptor dyad

Chuncha,

Achary Balahoju,

Dutta

et al. 2024

Photochem & Photobiology

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A photosynthetic antenna‐reaction center model, BBA‐PFCor comprised of N,N'‐bis(biphenyl‐4‐yl)aniline (BBA) covalently functionalized to bis(pentafluoro)corrole moiety has been prepared and the contribution of the BBA as the photoinduced energy transfer antenna was investigated. UV–visible studies have shown that integrating the electron‐rich BBA chromophore into the corrole core has broadened the soret band of the corrole moiety with the absorption spanning from 300 to 700 nm. Electrochemical studies, in corroboration with the computational calculations, revealed that, BBA moiety can act as an electron reservoir and, in the excited state, it would transfer the excited energy to the corrole moiety in the dyad. Steady‐state fluorescence studies have demonstrated that, upon photoexcitation of the BBA moiety of BBA‐PFCor at 310 nm in solvents of varied polarity, the BBA emission centered at 400 nm was observed to be quenched, with the concomitant appearance of the corrole emission from 500 to 700 nm, indicating the happening of photoinduced energy transfer (PEnT) from 1BBA* to corrole moiety. Parallel control experiments involving the excitation of the corrole moiety at 410 nm did not result in the diminishing of the corrole emission, suggesting that the quenching of the BBA emission in BBA‐PFCor is majorly due to intramolecular PEnT from 1BBA* to corrole moiety leading to the formation of singlet excited corrole, that is, 1BBA*‐PFCor ➔ BBA‐1PFCor*. The free energy changes of PEnT, ΔGEnT, were found to be thermodynamically feasible in all the solvents used for the study. Parallel time‐resolved fluorescence studies were congruent with the steady‐state fluorescence results and provided further evidence for the occurrence of ultrafast PEnT from 1BBA*➔corrole in the dyad with the rates of energy transfer (kEnT) of ~108 s−1.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Investigating the role of corrole as an excitation energy relay in light‐induced processes in closely connected N,N'‐bis(biphenyl‐4‐yl)aniline functionalized corrole donor–acceptor dyad

Chuncha,

Achary Balahoju,

Dutta

et al. 2024

Photochem & Photobiology

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Computational investigation on the geometry and electronic structures and absorption spectra of metal-porphyrin-oligo- phenyleneethynylenes-[60] fullerene triads

Moghim

Jamehbozorgi

Rezvani

et al. 2022

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Light-induced energy and electron transfer occurring in tandem in tetra (bis(4′-tert-butylbiphenyl-4-yl)aniline)-zinc(II) porphyrin-fullerene supramolecular conjugates

Gangada¹,

Jain²,

Anjaiah³

et al. 2022

J. Porphyrins Phthalocyanines

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[Formula: see text]-bis (4′-tert-butylbiphenyl-4-yl)aniline) tethered zinc porphyrins, (BBA)4- ZnP, (BBA- Ph)4- ZnP, and (BBA- OEtOPh)4- ZnP with varied spacer distances have been synthesized and photosynthetic antenna-reaction center models were constructed via axial co-ordination with fulleropyrrolidines, C60Im and C70Im. Selective excitation of the BBA moiety in the porphyrins at 355 nm resulted in the quenching of the emission intensity of the BBA followed by the concomitant appearance of the ZnP emission at 600–640 nm indicating the occurrence of the photoinduced energy transfer from 1BBA* to ZnP. When the zinc porphyrins are titrated with C60Im and C70Im, supramolecular complexes of the type, (BBA)4-ZnP:[Formula: see text]Im/[Formula: see text]Im are formed and the complex formation was monitored by UV-visible spectroscopic studies. Steady-state fluorescence studies involving the excitation of the ZnP at 550 nm displayed the diminished fluorescence intensity of the ZnP emission indicating the photoinduced electron transfer from 1ZnP* to fullerenes. More interestingly, when the BBA moiety is excited in the supramolecular complexes, the emission of both the BBA and ZnP were decreased gradually indicating the occurrence of PEnT from 1BBA* to ZnP followed by a sequential electron transfer from 1ZnP* to C60Im or C70Im indicating the formation of a charge-separated state in these complexes.

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Photo-induced energy and electron transfer in carboxylic acid functionalized bis(4′-tert-butylbiphenyl-4-yl)aniline (BBA)-substituted A3B zinc porphyrins

Cited by 3 publications

References 75 publications

Investigating the role of corrole as an excitation energy relay in light‐induced processes in closely connected N,N'‐bis(biphenyl‐4‐yl)aniline functionalized corrole donor–acceptor dyad

Investigating the role of corrole as an excitation energy relay in light‐induced processes in closely connected N,N'‐bis(biphenyl‐4‐yl)aniline functionalized corrole donor–acceptor dyad

Computational investigation on the geometry and electronic structures and absorption spectra of metal-porphyrin-oligo- phenyleneethynylenes-[60] fullerene triads

Light-induced energy and electron transfer occurring in tandem in tetra (bis(4′-tert-butylbiphenyl-4-yl)aniline)-zinc(II) porphyrin-fullerene supramolecular conjugates

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