An Efficient Imine Photocyclization as an Alternative to the Pictet-Spengler Reaction for the Synthesis of AzaBenzannulated Perylenediimide Dyes

Author(s):  
Antoine Goujon ◽  
Lou Rocard ◽  
Thomas Cauchy ◽  
Piétrick Hudhomme

AzaBenzannulated PDI (AzaBPDI) dyes were synthesized in high yields via a new reaction sequence involving an imine condensation followed by visible light-induced photocyclization. The large scope and efficiency of this alternative to the Pictet-Spengler reaction is demonstrated, and allows the easy preparation of dimeric AzaBPDI as potential non-fullerene acceptors for organic solar cells.

2020 ◽  
Author(s):  
Antoine Goujon ◽  
Lou Rocard ◽  
Thomas Cauchy ◽  
Piétrick Hudhomme

AzaBenzannulated PDI (AzaBPDI) dyes were synthesized in high yields via a new reaction sequence involving an imine condensation followed by visible light-induced photocyclization. The large scope and efficiency of this alternative to the Pictet-Spengler reaction is demonstrated, and allows the easy preparation of dimeric AzaBPDI as potential non-fullerene acceptors for organic solar cells.


2014 ◽  
Vol 2 (30) ◽  
pp. 11857-11865 ◽  
Author(s):  
Masamichi Ikai ◽  
Yoshifumi Maegawa ◽  
Yasutomo Goto ◽  
Takao Tani ◽  
Shinji Inagaki

Mesoporous films containing 4,7-dithienyl-2,1,3-benzothiadiazole units in the frameworks were synthesized and demonstrated to function as a p-type layer for organic solar cells by filling an n-type PCBM in the mesopores.


2016 ◽  
Vol 28 (2) ◽  
pp. 673-681 ◽  
Author(s):  
Nicholas C. Davy ◽  
Gabriel Man ◽  
Ross A. Kerner ◽  
Michael A. Fusella ◽  
Geoffrey E. Purdum ◽  
...  

2020 ◽  
Vol 10 (17) ◽  
pp. 1904196 ◽  
Author(s):  
Quan Liu ◽  
Luis G. Gerling ◽  
Francisco Bernal‐Texca ◽  
Johann Toudert ◽  
Tengfei Li ◽  
...  

Optica ◽  
2015 ◽  
Vol 2 (7) ◽  
pp. 607 ◽  
Author(s):  
Shuyu Zhang ◽  
Dobroslav Tsonev ◽  
Stefan Videv ◽  
Sanjay Ghosh ◽  
Graham A. Turnbull ◽  
...  

2019 ◽  
Author(s):  
Matthew Morgan ◽  
Maryam Nazari ◽  
Thomas Pickl ◽  
J. Mikko Rautiainen ◽  
Heikki M. Tuononen ◽  
...  

The electrophilic borylation of 2,5-diarylpyrazines results in the formation of boron-nitrogen doped dihydroindeno[1,2-<i>b</i>]fluorene which can be synthesized via mildly air-sensitive techniques and the end products handled readily under atmosphereic conditions. Through transmetallation via diarylzinc reagents a series of derivatives were sythesized which show broad absorption profiles that highlight the versatility of this backbone to be used in organic solar cell devices. These compounds can be synthesized in large yields, in alow number of steps and functionalized at many stages along the way providing a large depth of possibilities. Exploratory device paramaters were studied and show PCE of 2%.


2019 ◽  
Author(s):  
Enrique Pascual-San-José ◽  
Xabier Rodríguez-Martínez ◽  
Fei Zhuping ◽  
Martin Heeney ◽  
Roger Guimerà-Manrique ◽  
...  

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