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

21 February 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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.

Keywords

perylenediimide
chromophore
photocyclization
Pictet-Spengler-type cyclization

Supplementary materials

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SI
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Molecular Calculation Report
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