Excited‐State Electron Transfer in 1,1,4,4‐Tetracyanobuta‐1,3‐diene (TCBD)‐ and Cyclohexa‐2,5‐diene‐1,4‐diylidene‐Expanded TCBD‐Substituted BODIPY‐Phenothiazine Donor–Acceptor Conjugates

2020 ◽  
Vol 26 (30) ◽  
pp. 6869-6878 ◽  
Author(s):  
Madhurima Poddar ◽  
Youngwoo Jang ◽  
Rajneesh Misra ◽  
Francis D'Souza
2019 ◽  
Vol 55 (16) ◽  
pp. 2273-2276 ◽  
Author(s):  
Yusen Luo ◽  
Jens H. Tran ◽  
Maria Wächtler ◽  
Martin Schulz ◽  
Kevin Barthelmes ◽  
...  

Electronic coupling (HDA) underlying the electron transfer (ET) can be tuned by the remote substituents R.


Nano Letters ◽  
2021 ◽  
Author(s):  
Suyog Padgaonkar ◽  
Christopher T. Eckdahl ◽  
Jakub K. Sowa ◽  
Rafael López-Arteaga ◽  
Dana E. Westmoreland ◽  
...  

1991 ◽  
Vol 180 (6) ◽  
pp. 556-562 ◽  
Author(s):  
A.M. Brouwer ◽  
R.D. Mout ◽  
P.H.Maassen van den Brink ◽  
H.J. van Ramesdonk ◽  
J.W. Verhoeven ◽  
...  

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Jinseok Kim ◽  
Juwon Oh ◽  
Seongchul Park ◽  
Jose L. Zafra ◽  
Justin R. DeFrancisco ◽  
...  

Abstract The scientific significance of excited-state aromaticity concerns with the elucidation of processes and properties in the excited states. Here, we focus on TMTQ, an oligomer composed of a central 1,6-methano[10]annulene and 5-dicyanomethyl-thiophene peripheries (acceptor-donor-acceptor system), and investigate a two-electron transfer process dominantly stabilized by an aromatization in the low-energy lying excited state. Our spectroscopic measurements quantitatively observe the shift of two π-electrons between donor and acceptors. It is revealed that this two-electron transfer process accompanies the excited-state aromatization, producing a Baird aromatic 8π core annulene in TMTQ. Biradical character on each terminal dicyanomethylene group of TMTQ allows a pseudo triplet-like configuration on the 8π core annulene with multiexcitonic nature, which stabilizes the energetically unfavorable two-charge separated state by the formation of Baird aromatic core annulene. This finding provides a comprehensive understanding of the role of excited-state aromaticity and insight to designing functional photoactive materials.


Molecules ◽  
2019 ◽  
Vol 24 (23) ◽  
pp. 4361
Author(s):  
Bogdan Dereka ◽  
Ina Fureraj ◽  
Arnulf Rosspeintner ◽  
Eric Vauthey

The formation of a halogen-bond (XB) complex in the excited state was recently reported with a quadrupolar acceptor–donor–acceptor dye in two iodine-based liquids (J. Phys. Chem. Lett. 2017, 8, 3927–3932). The ultrafast decay of this excited complex to the ground state was ascribed to an electron transfer quenching by the XB donors. We examined the mechanism of this process by investigating the quenching dynamics of the dye in the S1 state using the same two iodo-compounds diluted in inert solvents. The results were compared with those obtained with a non-halogenated electron acceptor, fumaronitrile. Whereas quenching by fumaronitrile was found to be diffusion controlled, that by the two XB compounds is slower, despite a larger driving force for electron transfer. A Smoluchowski–Collins–Kimball analysis of the excited-state population decays reveals that both the intrinsic quenching rate constant and the quenching radius are significantly smaller with the XB compounds. These results point to much stronger orientational constraint for quenching with the XB compounds, indicating that electron transfer occurs upon formation of the halogen bond.


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