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. 2020 May 27;10(34):19861-19866.
doi: 10.1039/d0ra04379f. eCollection 2020 May 26.

Sc3N@ I h -C80 based donor-acceptor conjugate: role of thiophene spacer in promoting ultrafast excited state charge separation

Rubén Caballero  1 , Luis David Servián  1 , Habtom B Gobeze  2 , Olivia Fernandez-Delgado  3 , Luis Echegoyen  3 , Francis D'Souza  2 , Fernando Langa  1
Affiliations

Sc3N@ I h -C80 based donor-acceptor conjugate: role of thiophene spacer in promoting ultrafast excited state charge separation

Rubén Caballero et al. RSC Adv. .

Abstract

Light induced charge separation in a newly synthesized triphenylamine-thiophene-Sc3N@I h -C80 donor-acceptor conjugate and its C60 analog, triphenylamine-thiophene-C60 conjugate is reported, and the significance of the thiophene spacer in promoting electron transfer events is unraveled.

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Conflict of interest statement

Authors declare no conflict of interest.

Figures

Fig. 1
Fig. 1. Structure of the newly synthesized triphenylamine–thiophene-Sc3N@Ih-C80 endohedral fullerene conjugate, (3a) and its C60 analog derivative (3b).
Scheme 1
Scheme 1. Reagents and conditions: (a) hydroxylamine hydrochloride, pyridine; (b) NCS; pyridine (c) Et3N, Sc3N@Ih-C80 or C60, r.t.
Fig. 2
Fig. 2. (a) Absorption and (b) fluorescence spectra of 10−6 M solutions of 2 (red), 3a (black) and 3b (blue) in CH2Cl2.
Fig. 3
Fig. 3. (a) Cyclic voltammograms of 3b (black) and 3a (blue) in o-DCB : acetonitrile (4 : 1) (b) energy level diagram showing the different photochemical events occurring for 3a and 3b due to TPA excitation. Energies of different states were evaluated from spectral and electrochemical studies. Solid arrows indicate major photo-processes, dashed arrow indicates minor photo-processes. CS = charge separation, CR = charge recombination.
Fig. 4
Fig. 4. Fs-TA spectra at the indicated delay times of (a) 2 (λex = 390 nm), (b) 3a (λex = 500 nm), and (c) 3b (λex = 390 nm) in o-DCB. The DAS are shown in the right hand panels.
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